Polyoxy Containing Reactant Patents (Class 568/486)
  • Patent number: 4978803
    Abstract: In the process for making glyoxal by catalytic oxidation of ethylene glycol in contact with catalyst comprising copper, glyoxal yield is improved and catalyst life is improved by the presence of a small amount of iodine or organic iodide in the reactant feed mixture.
    Type: Grant
    Filed: June 26, 1989
    Date of Patent: December 18, 1990
    Assignee: American Cyanamid Company
    Inventor: Roger J. Card
  • Patent number: 4967019
    Abstract: A method of manufacturing 2-propyn-1-ol by decomposing 2-butyn-1,4-diol in the presence of a copper acetylide catalyst. 2-propyn-1-ol is produced at high conversion, yield, and purity.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: October 30, 1990
    Assignee: Gaf-Huels Chemie GMBH
    Inventors: Helmut Westernacher, Karl Aertken, Thomas Stieren
  • Patent number: 4812593
    Abstract: Bifunctional compounds of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each alkyl of 1 to 6 carbon atoms, R.sup.2 and R.sup.3 may furthermore be hydrogen, R.sup.2 is furthermore alkoxy and R.sup.4 is hydrogen, alkyl of 1 to 6 carbon atoms or alkoxy, and a double bond may be present between carbon atoms 2 and 3, are prepared by converting a tetraalkoxyalkane or a dialkoxyalkanoate of the formulae ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the above meanings, in the presence of a catalyst, such as a zeolite, in particular one of the pentasil type, and/or a phosphate and/or phosphoric acid on a carrier.
    Type: Grant
    Filed: August 6, 1987
    Date of Patent: March 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
  • 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: 4740627
    Abstract: The present invention pertains to a process for making a E,Z-11-tetradecen-1-al containing from 80 to 83 mole percent of the E isomer and from 17 to 20 mole percent of the Z isomer which exhibits pheromone-like activity for the spruce bud worm (choristoneura fumiferana).
    Type: Grant
    Filed: May 21, 1987
    Date of Patent: April 26, 1988
    Assignee: Phillips Petroleum Company
    Inventors: Jim D. Byers, Charles A. Drake
  • Patent number: 4675451
    Abstract: A process is disclosed for the preparation of 2-alkyl-1,4-butanedial by hydroformylation of acetals of a 2-alkyl-substituted-1-propenal in the presence of a complex rhodium catalyst. The 3-alkyl-4,4-dialkoxybutanal obtained in this manner is separated and hydrolyzed to the desired compound.
    Type: Grant
    Filed: February 12, 1986
    Date of Patent: June 23, 1987
    Assignee: Degussa Aktiengesellschaft
    Inventors: Juan Andrade, Guenter Prescher, Marc Samson
  • Patent number: 4642386
    Abstract: A process for preparing pure fluoral hydrate or hexafluoroacetone hydrate which comprises reacting a hemiacetal with the formula ##STR1## wherein R is hydrogen or CF.sub.3, with water in a distillation column, removing respectively the methanol or ethanol produced at the head of the column, and recovering at the bottom of the column the pure hydrate so produced.
    Type: Grant
    Filed: July 16, 1985
    Date of Patent: February 10, 1987
    Assignee: Atochem
    Inventors: Bernard Cheminal, Henri Mathais, Marc Thomarat
  • Patent number: 4628113
    Abstract: A process for the preparation of carboxylic acids, alcohols, aldehydes or the secondary products thereof which comprises reacting an alcohol having from one to about twenty carbon atoms with hydrogen and carbon monoxide in the presence of a heterogeneous sulfided catalyst comprising cobalt in admixture with a co-catalyst selected from the elements of Groups V-B, VI-B and the Actinide series of the Periodic Table.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: December 9, 1986
    Assignee: Chevron Research Company
    Inventor: Steven P. Current
  • Patent number: 4625049
    Abstract: A process for the preparation of carboxylic acids, alcohols, aldehydes or the secondary products thereof which comprises reacting an alcohol having from one to about twenty carbon atoms with hydrogen and carbon monoxide in the presence of a heterogeneous sulfided catalyst comprising nickel in admixture with a co-catalyst selected from the elements of Groups V-B, VI-B and the Actinide series of the Periodic Table.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: November 25, 1986
    Assignee: Chevron Research Company
    Inventor: Steven P. Current
  • Patent number: 4617153
    Abstract: This invention deals with the use of a perfluorocarbon polymer oxidation catalyst consisting of a perfluorocarbon main chain and a side chain constructed from structural units of chromium (III) difluoromethylene sulfonate or cerium (IV) difluoromethylene sulfonate in a method of preparing a carbonyl compound through an oxidation of an alcohol.
    Type: Grant
    Filed: September 17, 1985
    Date of Patent: October 14, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Hitosi Nozaki, Koichiro Oshima
  • Patent number: 4554382
    Abstract: Dehydrating decomposition of compound (I), i.e. gem-diol, hemi-acetal or hemi-ketal, by contact with sulfuric acid gives a carbonyl compound (II). ##STR1## Disclosed is a two-stage process in which the first stage is the contact of compound (I) with sulfuric acid at 90.degree.-140.degree. C. so as to partly decompose and dehydrate the compound (I), permitting the concentration of sulfuric acid to become lower than 93 wt. % but not lower than 65 wt. %, and the second stage is the contact of the product of the first-stage reaction with concentrated sulfuric acid at a temperature not higher than 60.degree. C., preventing the concentration of sulfuric acid from becoming lower than 93 wt %. For example, hexafluoroacetone is obtained from a hydrate thereof by this process using only a small amount of sulfuric acid.
    Type: Grant
    Filed: March 29, 1984
    Date of Patent: November 19, 1985
    Assignee: Central Glass Company Limited
    Inventors: Yoshihiro Tasaka, Toshihiro Nakamichi, Yutaka Katsuhara
  • Patent number: 4467120
    Abstract: A process for the preparation of .alpha.,.beta.-unsaturated aldehydes by reacting a 1,4-diacyloxyalk-2-ene, which is substituted in the 2-position by an aliphatic radical, with water in the presence of an acid, and of 2,7-dimethylocta-2,6-dienal.
    Type: Grant
    Filed: April 4, 1983
    Date of Patent: August 21, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz
  • Patent number: 4448977
    Abstract: A storage stable composition of glutaraldehyde acetals and an organic acidic catalyst, which can be converted to glutaraldehyde at the site and upon demand, by the addition of water.
    Type: Grant
    Filed: August 26, 1982
    Date of Patent: May 15, 1984
    Assignee: Union Carbide Corporation
    Inventors: Glenn H. Warner, Louis F. Theiling, Jr., Marvin G. Freid
  • Patent number: 4400550
    Abstract: A process for the synthesis of (Z,Z)-11-13-hexadecadienal is disclosed, starting with undecylenic alcohol.
    Type: Grant
    Filed: February 12, 1982
    Date of Patent: August 23, 1983
    Assignee: Albany International Corp.
    Inventors: Clyde E. Bishop, Gary W. Morrow
  • Patent number: 4356328
    Abstract: Acetaldehyde is produced by reacting acetic anhydride with hydrogen in the presence of a supported Group VIII noble metal catalyst wherein the reaction is carried out in the liquid phase.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: October 26, 1982
    Assignee: The Halcon SD Group, Inc.
    Inventor: David Moy
  • Patent number: 4334107
    Abstract: A method is disclosed to purify crude phenol containing acetol and alpha-methyl styrene prior to hydrogenation to cyclohexanone comprisingcontacting the crude phenol with a catalyst whileheating the crude phenol and catalyst to a temperature between about 140.degree. C. and 190.degree. C.at a pressure between about atmospheric and about 70 psigin an inert atmosphereso that the catalyst causes a reaction between the impurities acetol and alpha-methyl styrene to form cumene and pyruvic aldehyde, thenheating the resultant compounds for a period of 0.1 to about 6 hours under an inert gas sweep at a temperature of from about 150.degree. C. to about 190.degree. C. until the pyruvic aldehyde has decomposed and its decomposition products are swept away in the gas sweep.
    Type: Grant
    Filed: November 21, 1980
    Date of Patent: June 8, 1982
    Assignee: Allied Chemical Corporation
    Inventor: Jan F. Van Peppen
  • Patent number: 4329512
    Abstract: Acetaldehyde is produced by reacting acetic anhydride with hydrogen in the presence of a Group VIII noble metal catalyst wherein the reaction is carried out in the liquid phase but the reaction is maintained under boiling conditions and the entire reaction effluent is in vapor form.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: May 11, 1982
    Assignee: The Halcon SD Group, Inc.
    Inventor: David Moy
  • Patent number: 4288636
    Abstract: Citral (I) ##STR1## is prepared by heating an acetal (IIa) or (IIb) ##STR2## in the presence of an acid catalyst while continuously distilling from the reaction mixture the 3-methylbut-2-en-1-ol (III, prenol) eliminated during the reaction.
    Type: Grant
    Filed: June 10, 1980
    Date of Patent: September 8, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Axel Nissen, Walter Rebafka, Werner Aquila
  • Patent number: 4267363
    Abstract: Synthesis and intermediates for making an insect pheromone useful in the control of the yellow scale.
    Type: Grant
    Filed: June 26, 1978
    Date of Patent: May 12, 1981
    Assignee: Zoecon Corporation
    Inventors: Richard J. Anderson, Clive A. Henrick
  • Patent number: 4235824
    Abstract: The invention relates to a method for the preparation of both known and novel fragrances and flavors, and in particular to the preparation and use of the novel fragrance compound, 2,6-nonadiene nitrile, and to a novel method for the preparation of 4-heptynal as the starting product for the preparation of the 2,6-nonadiene nitrile fragrance compound.
    Type: Grant
    Filed: November 9, 1978
    Date of Patent: November 25, 1980
    Assignee: Naarden International N.V.
    Inventors: Petrus C. Traas, Harmannus Boelens, Hans J. Wille
  • Patent number: 4212830
    Abstract: The specification discloses a novel process for the preparation of 11-tetradecenal and novel intermediates therefor. There is also disclosed processes for the intermediates. The novel intermediates include 1,1-dialkoxy-9-halo-nonane and 1,1-dialkoxy-11-tetradecene. There is further disclosed a process for preparing a mixture of cis- and trans-11-tetradecenal at the molecular ratio of approximately 1-cis-form to 9 trans-form, by reacting a Grignard reagent of 1,1-dialkoxy-9-halo-nonane with a mixture (approximately 60:40) of 1-chloro-2-pentene and 3-chloro-1-pentene and thereafter hydrolyzing thus formed 1,1-dialkoxy-11-tetradecene. 11-Tetradecenal is useful as a sex pheromone against the female eastern spruce budworm (Choristoneura fumiferana). The 9:1 ratio of trans/cis isomers is believed to be the most effective ratio to use against the budworms.
    Type: Grant
    Filed: November 16, 1978
    Date of Patent: July 15, 1980
    Inventor: Charles J. Wiesner
  • Patent number: 4209644
    Abstract: An unsaturated carbonyl compound, for example, one expressed by the following formula, ##STR1## is prepared by maintaining at an elevated temperature a novel allyl acetal of a .beta.,.gamma.-unsaturated aldehyde, for example, one expressed by the following formula ##STR2## The allyl acetal can be derived, for example, for 3-methyl-3-butenal-1 having 5 carbon atoms and prenyl alcohol having 5 carbon atoms. Thus, the unsaturated aldehyde having the increased number of carbon atoms can be formed in a high yield by a relatively simple reaction.
    Type: Grant
    Filed: November 30, 1977
    Date of Patent: June 24, 1980
    Assignee: Teijin Limited
    Inventors: Yataro Ichikawa, Teizo Yamaji, Mamoru Yamamoto
  • Patent number: 4205186
    Abstract: A process is described for the preparation of substituted oxyacetaldehydes and acetals thereof according to the reaction sequence: ##STR1## wherein R.sub.1 and R.sub.2 are each lower alkyl or R.sub.1 and R.sub.2, taken together form a lower alkylene group; wherein R.sub.3 is alkyl, alkenyl or alkadienyl and X is halogen selected from the group consisting of chlorine and bromine, the reaction (i) being carried out (1) using a "phase transfer agent" and (2) in a two phase system.
    Type: Grant
    Filed: January 16, 1979
    Date of Patent: May 27, 1980
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, John J. Kryschuk, John B. Hall