Processes Patents (Class 568/449)
  • Patent number: 5210317
    Abstract: Disclosed is a method of producing an aldehyde in which a primary alcohol is reacted with an oxidizing agent selected from the group consisting of ketone, aldehyde and quinone in the presence of a diluent which does not participate in the reaction, in the presence of a partially dehydrated zirconium hydroxide, so as to oxidize the primary alcohol into its corresponding aldehyde.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: May 11, 1993
    Assignee: Japan Tobacco Inc.
    Inventors: Hideyuki Kuno, Makoto Shibagaki, Kyoko Takahashi, Hajime Matsushita
  • Patent number: 5210318
    Abstract: A process for producing a 1,3-diol, e.g., 1,3-propanediol, and/or a 3-hydroxyaldehyde, e.g., 3-hydroxypropionaldehyde, is disclosed which comprises contacting a combination of an epoxide, carbon monoxide and hydrogen in the presence of a rhodium-containing catalyst composition effective to promote the hydroformylation of the epoxide at conditions effective to form at least one of a 1,3-diol and a 3-hydroxyaldehyde. The rhodium-containing catalyst composition comprises an anionic rhodium-containing complex. A promoter component is preferably provided to enhance at least one of the rate and selectivity of the epoxide hydroformylation reaction Rhodium-containing compositions and a processes for producing rhodium-containing compositions are also disclosed.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: May 11, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: John R. Briggs, John M. Maher, Arnold M. Harrison
  • Patent number: 5202497
    Abstract: The invention relates to a process for preparing unsaturated aldehydes and their enamines by the oxidation of allylic tertiary amines in the presence of an alkyl hydroperoxide and a vanadium-based catalyst.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: April 13, 1993
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre Chabardes, Serge Henrot
  • Patent number: 5180855
    Abstract: A process for the preparation of citral by the cracking of prenal diprenyl acetal in a vapor phase in the presence of a heterogeneous type of acid catalyst.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: January 19, 1993
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Roland Jacquot, Claude Mercier
  • Patent number: 5177267
    Abstract: Disclosed is a continuous process for the manufacture of 2-ethyl-2-(hydroxymethyl)hexanal wherein 2-ethylhexanal, formaldehyde and a tertiary amine are continuously fed to a reaction zone and crude product comprising an aqueous phase and an organic phase containing 2-ethyl-2-(hydroxymethyl)hexanal and 2-ethylhexanal is continuously removed from the reaction zone. Also disclosed are processes for (1) the azeotropic distillation of the organic phase of the crude product whereby unreacted 2-ethylhexanal is recovered and (2) the catalytic hydrogenation of the refined, organic phase of the crude product to produce 2-butyl-2-ethyl-1,3-propanediol.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: January 5, 1993
    Assignee: Eastman Kodak Company
    Inventors: Don L. Morris, William A. Beavers, William E. Choate
  • Patent number: 5177266
    Abstract: There is provided a process for the manufacture of 2-alkoxymethylacrolein compounds via the reaction of an appropriate alcohol and acrolein in the presence of an acid and a trisubstituted amine to form an intermediate and the subsequent reaction of the intermediate with formaldehyde in the presence of an acid and a disubstituted amine.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: January 5, 1993
    Assignee: American Cyanamid Company
    Inventor: Henry L. Strong
  • Patent number: 5169943
    Abstract: The invention concerns a chiral reaction medium for organic reactions and consists of concentrated aqueous solution of at least one carbohydrate selected from among the mono-, di- and tri-saccharides and their alkylglucosides of which the alkyl group comprises from 1 to 4 C atoms.
    Type: Grant
    Filed: December 14, 1990
    Date of Patent: December 8, 1992
    Assignee: Beghin-Say, S.A.
    Inventors: Andre Lubineau, Hugues Bienayme, Yves Queneau
  • Patent number: 5155278
    Abstract: A process for the preparation of an aldehyde which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, nitric acid and a non-basic polar solvent, in the presence of an oxidant, for about eight hours or less at a temperature in the range of from about -10.degree. C. to about 25.degree. C., and thereafter separating out the aldehyde.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: October 13, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5155277
    Abstract: A process for converting tertiary amine N-oxides to aldehydes by reacting tertiary amine N-oxides in the presence of a catalytic quantity of a vanadium containing compound.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: October 13, 1992
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventors: Pierre Chabardes, Serge Henrot, Claude Mercier
  • Patent number: 5155280
    Abstract: A process for the preparation of an aldehyde which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, an alkali metal nitrosodisulfonate, a non-basic polar solvent and an oxidant, for about eight hours or less at a temperature in the range of from about 10.degree. C. to about 20.degree. C. and thereafter separating out the aldehyde.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: October 13, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5155279
    Abstract: A process for the preparation of an aldehyde which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, nitric acid and a solvent, in the absence of an oxidant at a temperature in the range of from about -10.degree. C. to about 60.degree. C. and thereafter separating out the aldehyde.
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: October 13, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5120877
    Abstract: A process for the production of carbonyl compounds such as acetaldehyde is provided. This process entails reacting alpha olefins with a catalyst system containing a noble metal oxidation catalyst, cupric ions, chloride ions, and a strong acid such as sulfuric acid followed by separating into a carbonyl compound stream and a reduced catalyst stream followed by oxidizing the catalyst stream and returning it to the reaction zone at a pH between about 0 and 2.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: June 9, 1992
    Assignee: Eastman Kodak Company
    Inventors: Albert T. Fanning, Jr., Harry F. Goss
  • Patent number: 5118867
    Abstract: The preparation of aldehydes by hydroformylation of olefinically unsaturated compounds. The reaction is carried out in the presence of a catalyst system which contains rhodium and an ammonium salt of a sulfonated phosphorous acid triester which is soluble in organic media.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: June 2, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Helmut Bahrmann, Bernhard Fell, Georgios Papadogianakis
  • Patent number: 5107030
    Abstract: The present invention is an improved method to prepare 2,7-dimethyl-2,4,6-octatrienedial and related derivative compounds. This method of making 2,7-dimethyl-2,4,6-octatrienedial and derivatives thereof includes reacting 2-butenyl-bisphosphonic acid tetraalkyl ester and at least two equivalents of protected pyruvic aldehyde derivative in a nonpolar organic solvent in the presence of an alkali metal hydroxide. Compounds prepared by this invention are useful intermediates in the preparation of carotenoids.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: April 21, 1992
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5102505
    Abstract: A method for distilling a crude aldehyde product mixture of branched chain and straight chain aldehyde in a single distillation column to concurrently obtain three separate product streams, i.e. a purified branched chain aldehyde stream and two different purified straight chain aldehyde streams.
    Type: Grant
    Filed: November 9, 1990
    Date of Patent: April 7, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Kirk D. Sorensen
  • Patent number: 5094720
    Abstract: A method is disclosed for enhancing the purification of citral by fractional distillation by inhibiting the formation of isocitrals from isomerization of citral during the distillation process. The method involves reducing the pH of a mixture containing citral to inhibit the formation of isocitrals from citral upon heating, such as in distillation. Lowering the pH below 7 reduces formation of isocitrals, but a pH of about 4 to 5 is especially preferred. Most preferably, this pH adjustment is accomplished by addition of an acid with a pKa between about 4 and 5.
    Type: Grant
    Filed: October 18, 1990
    Date of Patent: March 10, 1992
    Assignee: Union Camp Corporation
    Inventor: David E. Sasser
  • Patent number: 5093538
    Abstract: A novel process for converting myrcene to citral using palladium (II) chloride in the presence of water, an immiscible solvent, a phase transfer agent, and a metal oxoanionic salt. A novel process for converting a palladium-myrcene complex to citral using a phase transfer agent and a metal oxoanionic salt in the presence of water and an immiscible solvent is also disclosed.
    Type: Grant
    Filed: January 26, 1990
    Date of Patent: March 3, 1992
    Assignee: Union Camp Corporation
    Inventor: James B. Woell
  • Patent number: 5043480
    Abstract: A process for producing a .beta.-hydroxyester product or a .beta.-hydroxyaldehyde product from ethylene oxide, carbon monoxide, and, optionally, hydrogen, is disclosed. This process uses, as a catalyst, a catalyst comprising rhodium, ruthenium, and a Group Va promoter.
    Type: Grant
    Filed: August 16, 1990
    Date of Patent: August 27, 1991
    Assignee: Eastman Kodak Company
    Inventor: William A. Beavers
  • Patent number: 5030766
    Abstract: A process for producing a 1,3-diol, e.g., 1,3-propanediol, or a 3-hydroxyaldehyde is disclosed which comprises contacting a combination of an epoxide, carbon monoxide and hydrogen in the present of a rhodium-containing catalyst effective to promote the hydroformylation of the epoxide at conditions effective to form at least one of a 1,3-diol and a 3-hydroxyaldehyde, the contacting occurring in the substantial absence of a promoting amount of alkali metal ions, and at least a portion of the rhodium-containing catalyst being formed substantially without incorporation of the epoxide. A process for producing such rhodium-containing compositions is also disclosed.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: July 9, 1991
    Assignee: Technology Corporation
    Inventors: John R. Briggs, John M. Maher, Arnold M. Harrison
  • Patent number: 5008463
    Abstract: The process dehydrogenates methanol in the presence of a catalyst based on aluminum oxide, alkali metal aluminate and/or alkaline earth metal aluminate with the exclusion of oxygen at a temperature of 650.degree. to 1050.degree. C. in a reactor whose inner wall is composed entirely or partly of aluminum oxide. The process gives anhydrous formaldehyde which contains only very minor impurities.
    Type: Grant
    Filed: June 21, 1990
    Date of Patent: April 16, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Horst-Philipp Beck, Gerhard Emig, Gunther Wiesgickl, Karlheinz Burg, Karl-Friedrich Muck
  • Patent number: 5008462
    Abstract: A method for preparing a monochloroacetaldehyde trimer in a high yield is here disclosed which comprises the steps of dissolving, in an organic solvent, a solution containing monochloroacetaldehyde as the main component, and then trimerizing monochloroacetaldehyde in the presence of sulfuric acid. The thus prepared monochloroacetaldehyde trimer can be heated at 120.degree. C. under atmospheric pressure to obtain pure monochloroacetaldehyde.
    Type: Grant
    Filed: November 8, 1989
    Date of Patent: April 16, 1991
    Assignee: Kureha Chemical Industry Co., Ltd.
    Inventors: Makoto Ishizuka, Takashi Wakasugi
  • Patent number: 4985230
    Abstract: A catalytic chemical process is carried out non-adiabatically using as a catalyst a body with two sets of channels throughout the body. One set of channels leads the process fluid towards one of two parallel walls of the catalyst chamber, the other set towards the outer wall, In slits between walls and catalyst heat is exchanged between process fluid and at least one of these walls upon reflecting the process fluid leaving channels of one set and entering channels of the other. The body may be made of alternatingly corrugated and plane sheets using in turn two different orientations for the corrugated sheets. It is preferred that the sheets are arranged orthogonal to the heat transmitting wall(s) and parallel to the overall direction of flow. The method is preferred for endothermic processes, especially steam reforming of hydrocarbon(s).
    Type: Grant
    Filed: August 26, 1988
    Date of Patent: January 15, 1991
    Assignee: Haldor Topsoe A/S
    Inventors: Niels T. Baden, Ernst J. Jensen, Jorgen G. Larsen
  • Patent number: 4978804
    Abstract: A novel process for converting myrcene to citral using palladium (II) chloride in the presence of an inert aqueous alkylamide solvent and a metal oxoanionic salt at a temperature of at least about 80.degree. C. is disclosed. A novel process for converting a palladium-myrcene complex to citral using a metal oxoanionic salt in the presence of an inert aqueous organic solvent is also disclosed.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: December 18, 1990
    Assignee: Union Camp Corporation
    Inventor: James B. Woell
  • Patent number: 4939304
    Abstract: There is described a method of selectively and continuously converting a cyanohydrin to its corresponding aldehyde using as a catalyst zerovalent palladium dispersed on an organic polymeric resin with a surface area above 30 m.sup.2 /g. The aqueous cyanohydrin feedstock contains from about 0.5 to about 1.1 equivalents of an acid over and above that necessary to provide a pH of 2. Selective conversions may be obtained using hydrogen pressures up to about 450 pounds per square inch.
    Type: Grant
    Filed: February 1, 1989
    Date of Patent: July 3, 1990
    Assignee: Allied-Signal Inc.
    Inventors: Blaise J. Arena, Paul R. Kurek
  • Patent number: 4933500
    Abstract: Citral is prepared from prenol and prenal by condensation to form an acetal followed by cracking, both operations being effected in the presence of a lithium halide (e.g. lithium chloride) as catalyst.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Chabardes, Jacques Chazal
  • Patent number: 4871881
    Abstract: Ketones or aldehydes containing one or more carbon-carbon double bonds and a carbonyl group conjugated with at least one double bond are hydrolyzed by the action of heat and pressure in the presence of water by a batch or continuous process. The ketone or aldehyde cleaves at the double bond conjugated with the carbonyl group to produce additional carbonyl-containing compounds.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: October 3, 1989
    Assignee: Mallinckrodt, Inc.
    Inventors: Joseph E. Dolfini, Jerome Glinka
  • Patent number: 4810824
    Abstract: Ketones or aldehydes containing one or more carbon-carbon double bonds and a carbonyl group conjugated with at least one double bond are hydrolyzed by the action of heat and pressure in the presence of water by a batch or continuous process. The ketone or aldehyde cleaves at the double bond conjugated with the carbonyl group to produce additional carbonyl-containing compounds.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: March 7, 1989
    Assignee: Mallinckrodt, Inc.
    Inventors: Joseph E. Dolfini, Jerome Glinka
  • Patent number: 4754081
    Abstract: Alkylenebisphenols and alkyltrisphenols are dearylated under mild conditions of temperature and pressure in the absence of HF to obtain alkyl and/or alkenyl substitute or phenols and other related polymer products.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: June 28, 1988
    Assignee: Hoechst Celanese Corporation
    Inventor: Graham N. Mott
  • Patent number: 4714784
    Abstract: The invention relates to a method for removing n-butyraldehyde from gas streams. It is characterized by washing with dilute aqueous alkali in a mass transfer apparatus. According to the invention, n-butyraldehyde can be removed from gas streams in the proportion of >90%, with operation at 0.degree.-40.degree. C. in the absence of added solubilizing agents.
    Type: Grant
    Filed: July 16, 1986
    Date of Patent: December 22, 1987
    Assignee: Huls Aktiengesellschaft
    Inventors: Eckhard Moeller, Wolfgang H. E. Mueller, Manfred Z. Hausen
  • Patent number: 4709098
    Abstract: Ketones or aldehydes containing one or more carbon-carbon double bonds and a carbonyl group conjugated with at least one double bond are hydrolyzed by the action of heat and pressure in the presence of water. The ketone or aldehyde cleaves at the double bond conjugated with the carbonyl group to produce additional carbonyl-containing compounds.
    Type: Grant
    Filed: February 4, 1987
    Date of Patent: November 24, 1987
    Assignee: Mallinckrodt, Inc.
    Inventors: Joseph E. Dolfini, Jerome Glinka
  • Patent number: 4678857
    Abstract: A process is disclosed for preparing products such as 4-hydroxybutanal which comprises contacting unsaturated compounds such as allyl alcohol with carbon monoxide and hydrogen in the presence of a rhodium carbonyl-phosphine catalyst and an aromatic solvent. The solvent is an aromatic which causes a large density difference between the resulting aqueous phase and organic phase so that the soluble rhodium catalyst can be easily separated from the 4-hydroxybutanal product and starting material without appreciable loss of the metal. This allows for easy recycle of the catalyst solution.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: July 7, 1987
    Assignee: Texaco Inc.
    Inventors: Roger G. Dureanleau, John F. Knifton
  • Patent number: 4628122
    Abstract: Chloral is removed from aqueous hydrochloric acid containing chloral in a stripping zone at superatmospheric pressure and concentrated in a rectifying zone at superatmospheric pressure. The method is particularly suited for the treatment of feed compositions originating from the oxychlorination of ethylene.
    Type: Grant
    Filed: November 1, 1985
    Date of Patent: December 9, 1986
    Assignee: PPG Industries, Inc.
    Inventors: Frederick J. Kuntz, Henry W. Schussler
  • Patent number: 4605749
    Abstract: There is provided a process for the production of aldehydes wherein an oric halide is reacted with carbon monoxide at a superatmospheric pressure in the presence of a hydrogen donor and in the presence of a base and of a catalyst in a solvent system.Catalysts of choice are transition metal catalysts. A preferred temperature range is from about 50.degree. to 150.degree. C.
    Type: Grant
    Filed: June 20, 1985
    Date of Patent: August 12, 1986
    Assignee: State of Israel, Prime Minister's Office, Atomic Energy Commission
    Inventors: Ouri Buchman, Ilan Pri-Bar
  • Patent number: 4605780
    Abstract: Process for removing alkyl substituted phosphine from a hydroformylation medium and enhancing the rhodium complex catalyst contained therein via an oxygenation treatment.
    Type: Grant
    Filed: September 24, 1980
    Date of Patent: August 12, 1986
    Assignee: Union Carbide Corporation
    Inventors: Ernst Billig, David B. Stanton
  • Patent number: 4599456
    Abstract: Novel compositions are disclosed consisting essentially of aldehydes of the structure R--CHO (wherein R is a C.sub.8 -C.sub.30 carbon radical) and about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts of aldehyde. In addition, a process for the recovery of essentially pure high boiling aldehyde by fractional distillation is provided wherein about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts of high boiling aldehyde is added to the aldehyde prior to distillation. Further, process for improving the high temperature storage stability of high boiling aldehydes is provided, which comprises adding about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts high boiling aldehyde to the aldehyde.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: July 8, 1986
    Assignee: Phillips Petroleum Company
    Inventor: Charles A. Drake
  • Patent number: 4590294
    Abstract: The invention relates to the use of hydrogen ion-exchanged layered clays in organic reactions which are catalyzed by protons. Such organic reactions include the production of ethers by the reaction of an alcohol with an olefin or an olefin oxide, the production of an ether by the reaction of a primary or secondary aliphatic alcohol or an olefin oxide, the production of an alkyl aromatic compound by the reaction of an aromatic hydrocarbon with an olefin or a C.sub.2 or higher alcohol and the production of an alcohol by the hydration of an olefin.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: May 20, 1986
    Assignee: The British Petroleum Company Limited
    Inventors: James A. Ballantine, Reginald Gregory, John H. Purnell, John M. Thomas, David J. Westlake
  • Patent number: 4590060
    Abstract: An agent is described in which contains an aldehyde of formula IRCHO (I)in which R is a hydrogen atom, a straight-chain or branched hydrocarbon group having 1 to 4 carbon atoms, and preferably an alcohol of formula IIR'CH.sub.2 OH (II)in which R' has the meaning indicated above. The agent is used together with charged liposomes. By the administration of the agent, the permeability of the liposomes through tissue cell walls is substantially improved and tagged liposomes accumulate around and in a malignant tumor. A kit for use in diagnosis and therapy is also described.
    Type: Grant
    Filed: December 2, 1983
    Date of Patent: May 20, 1986
    Inventor: Udo Ehrenfeld
  • Patent number: 4578462
    Abstract: The manufacture of optically active bifunctional compounds of the general formula ##STR1## wherein R represents protected hydroxymethyl, protected formyl or alkoxycarbonyl and R.sup.1 represents a group of the formula ##STR2## or --CH.sub.2 --CH.dbd.NR.sup.2 in which R.sup.2 and R.sup.3 represent lower alkyl or cycloalkyl or R.sup.2 and R.sup.3 together with the nitrogen atom represent a heterocyclic ring,by isomerizing compounds of the general formula ##STR3## wherein R, R.sup.2 and R.sup.3 have the above significance and R.sup.3 can additionally signify hydrogen,is described.The compounds of formula I are potential intermediates in the manufacture of, inter alia, natural vitamin E and natural vitamin K.sub.1.
    Type: Grant
    Filed: August 22, 1983
    Date of Patent: March 25, 1986
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Hans-Jurgen Hansen, Rudolf Schmid, Max Schmid
  • Patent number: 4560792
    Abstract: A process for producing functional monoolefins having specific types of cis to trans ratios involving disproportionating a functional monoolefin with a hydrocarbyl monoolefin consisting essentially of either (1) an internal olefin or (2) a terminal olefin. Also disclosed are functional olefin compositions useful in controlling insects.
    Type: Grant
    Filed: July 20, 1982
    Date of Patent: December 24, 1985
    Assignee: Phillips Petroleum Company
    Inventor: Dennis S. Banasiak
  • Patent number: 4550213
    Abstract: An improvement for manufacturing paraformaldehyde prills from an aqueous solution of formaldehyde which comprises polymerizing the formaldehyde in the presence of a catalyst of sodium hydroxide in a concentration of from about 0.5 to about 5 ppm, aging the resulting mixture at about 100.degree. to about 130.degree. C. for about 10 to about 60 minutes, spraying the aged mixture into a prilling tower at from about 100.degree. to about 130.degree. C., collecting the prills in a fluidized bed at the base of the tower at from about 45.degree. to about 60.degree. C., removing the prills to a separate vessel where the prills further polymerize and dry at from about 15.degree. to about 30.degree. C. for about 3 to about 5 hours while operating the vessel in a plugged flow manner, and collecting the resulting prills.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: October 29, 1985
    Assignee: Celanese Corporation
    Inventors: Hubert H. Thigpen, Richard J. Clos
  • Patent number: 4536584
    Abstract: A process is provided for the thermochemical conversion of biomass to useful gaseous and liquid organic products. The inventive process utilizes a catalyst to obtain increased yields of gaseous and liquid organic products and decreased yields, if any, of solid and semisolid tar/oils.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: August 20, 1985
    Assignee: The Standard Oil Company (Ohio)
    Inventors: Abolghassem Eskamani, Warren H. Krause
  • Patent number: 4536482
    Abstract: A catalyst is disclosed wherein a particulate catalyst support has cosputtered on its surface a mixture of a catalytically active metal such as Pt, Pd, Ag, Au, Re, Rh, Ru or Ir and a cosputtered support material which preferably is the same material as the catalyst support.
    Type: Grant
    Filed: October 31, 1984
    Date of Patent: August 20, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Peter F. Carcia
  • Patent number: 4491676
    Abstract: Described herein is a process for rapidly obtaining a stable freeze point depressed aqueous solution comprising a dialdehyde and an aliphatic monohydroxyl alcohol and/or polyhydroxyl alcohol by adding thereto a catalytic amount of a strong acid. Also included herein is a method for liberating the dialdehyde in the aqueous solution by dilution with water and the addition of a catalytic amount of a strong acid.
    Type: Grant
    Filed: June 28, 1983
    Date of Patent: January 1, 1985
    Assignee: Union Carbide Corporation
    Inventors: Robert G. Eagar, Jr., Gerald J. Murphy
  • Patent number: 4472577
    Abstract: A process for the production of an .alpha.-hydroxy-phosphonic acid ester of the general formula ##STR1## in which R represents an optionally substituted aryl or heteroaryl group, andR.sup.1 and R.sup.2 independently of each other represent an alkyl or phenyl group, or together represent an alkanediyl (alkylene) radical,comprising reacting .alpha.-oxo-phosphonic acid esters with hydrogen in the presence of a hydrogenation catalyst. The .alpha.-hydroxy-phosphonic acid esters of formula (I) are intermediate products for the production of pesticides.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: September 18, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4471118
    Abstract: A process for the preparation of an aldehyde of the formulaR--CHO (I)in which R is an optionally substituted alkyl, alkenyl, alkinyl, cycloakyl, cycloalkenyl, aralkyl, aralkenyl, aryl or heteroaryl radical, comprising heating an .alpha.-hydroxyphosphonic acid ester of the formula ##STR1## the aldehyde of the formula (I) can be used as an intermediate in the production of pest-combating agents.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: September 11, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4381410
    Abstract: This invention relates to .alpha.,.beta.-unsaturated aldehydes selected from the group consisting of 2,6-dimethyl-oct-2-en-1-al, 2,5-dimethyl-oct-2-en-1-al, 2,5-dimethyl-hept-2-en-1-al and 2-ethyl-7-methyl-oct-2-en-1-al and their use as flavor-modifying ingredients in the aromatization of foodstuffs, animal feeds or beverages.
    Type: Grant
    Filed: February 5, 1981
    Date of Patent: April 26, 1983
    Assignee: Firmenich SA
    Inventor: Wilhelm Pinkenhagen
  • Patent number: 4347387
    Abstract: A process as described for preparing hydroxycitronellal by isomerizing certain 7-hydroxygeranylamine compound or 7-hydroxynerylamine compounds using a catalyst comprising a divalent palladium compound and a phosphine compound.
    Type: Grant
    Filed: December 4, 1980
    Date of Patent: August 31, 1982
    Assignee: Takasago Perfumery Co., Ltd.
    Inventors: Susumu Akutagawa, Takanao Taketomi
  • Patent number: 4337365
    Abstract: A process for the production of acetaldehyde from the cobalt-catalyzed, iodide-promoted reaction of methanol, hydrogen and carbon monoxide, attaining (a) selectivity to acetaldehyde heretofore unachievable and (b) high methanol conversion, wherein the reaction is carried out in an inert solvent at a temperature of from 100.degree. C. to 180.degree. C. with an iodide to cobalt mole ratio of from 2:1 to 100:1.
    Type: Grant
    Filed: February 17, 1981
    Date of Patent: June 29, 1982
    Assignee: Union Carbide Corporation
    Inventor: Wellington E. Walker, deceased
  • Patent number: 4306092
    Abstract: The invention provides a process by which acetaldehyde can be separated off from mixtures with chloroform, methylene chloride and chlorofuran. In this process, the aldehyde is separated off by adding water to separate the mixture into an aldehyde-containing phase and a phase comprising chloroform, methylene chloride and chlorofuran.
    Type: Grant
    Filed: July 11, 1980
    Date of Patent: December 15, 1981
    Assignee: Wacker-Chemie GmbH
    Inventors: Werner Opavsky, Josef Reisner
  • Patent number: 4280011
    Abstract: The use of acetals as aldehyde generators in foodstuff applications is disclosed.
    Type: Grant
    Filed: April 5, 1978
    Date of Patent: July 21, 1981
    Assignee: Hercules Incorporated
    Inventor: Robert S. DeSimone