Carbon To Carbon Unsaturation Containing Patents (Class 568/686)
  • Patent number: 8641816
    Abstract: Provided are new functionalized surfactants and methods of their preparation and use. The surfactants are compounds of formula I: wherein R1, R2, and R3 are as defined herein.
    Type: Grant
    Filed: October 21, 2010
    Date of Patent: February 4, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Matthias S. Ober, Edward D. Daugs, Wanglin Yu, Cynthia L. Rand
  • Patent number: 8399713
    Abstract: Disclosed are compositions comprising a compound having the formula CF3(CF2)xCF?CFCF(OR)(CF2)yCF3, wherein R is CH3 or C2H5 or mixtures thereof, and wherein x and y are independently 0, 1, 2 or 3, and wherein x+y=1, 2 or 3. Also disclosed are unsaturated fluoroethers selected from the group consisting of CF3(CF2)xCF?CFCF(OR)(CF2)yCF3, CF3(CF2)xC(OR)?CFCF2(CF2)yCF3, CF3CF?CFCF(OR)(CF2)x(CF2)yCF3, CF3(CF2)xCF?C(OR)CF2(CF2)yCF3, and mixtures thereof, wherein R can be either CH3, C2H5 or mixtures thereof, and wherein x and y are independently 0, 1, 2 or 3, and wherein x+y=0, 1, 2 or 3. Also disclosed herein are novel methods of using a composition comprising at least one of the compounds described above as novel solvents, carrier fluids, dewatering agents, degreasing solvents or defluxing solvents.
    Type: Grant
    Filed: February 8, 2010
    Date of Patent: March 19, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Joan Ellen Bartelt, Robert D. Lousenberg
  • Patent number: 8334414
    Abstract: A process for benzylating an alcohol includes mixing 2-benzyloxy-1-methylpyridinium triflate in an aromatic hydrocarbon solvent having a predetermined boiling point; adding an acid scavenger to the mixture; combining the alcohol to be benzylated with the mixture; reacting the alcohol with the 2-benzyloxy-1-methylpyridinium triflate by heating above ambient temperature to generate the benzylated alcohol; and separating the benzylated alcohol from the mixture.
    Type: Grant
    Filed: June 23, 2010
    Date of Patent: December 18, 2012
    Assignee: Florida State University Research Foundation, Inc.
    Inventor: Gregory Dudley
  • Publication number: 20110105507
    Abstract: Provided are new functionalized surfactants and methods of their preparation and use. The surfactants are compounds of formula I: wherein R1, R2, and R3 are as defined herein.
    Type: Application
    Filed: October 21, 2010
    Publication date: May 5, 2011
    Inventors: Matthias S. Ober, Edward D. Daugs, Wanglin Yu, Cynthia L. Rand
  • Publication number: 20040204615
    Abstract: A novel fluoropolymer which can be an optical resin material having a low refractive index and excellent heat resistance, and a novel fluorinated diene compound having two unsaturated bonds, capable of presenting such a fluoropolymer, are presented. Further, by virtue of the low refractive index and excellent heat resistance, the polymer presents a high performance optical transmitter and a plastic optical fiber.
    Type: Application
    Filed: April 29, 2004
    Publication date: October 14, 2004
    Applicant: ASAHI GLASS COMPANY LIMITED
    Inventors: Kimiaki Kashiwagi, Gen Ogawa, Takashi Okazoe, Kunio Watanabe, Eisuke Murotani, Kazuya Oharu
  • Patent number: 6566559
    Abstract: Process for the production of unsaturated ethers, in particular isopropenyl methyl ether (IPM), by pyrolysis of a ketal-containing or acetal-containing mixture, in particular dimethoxypropane (DMP), in the liquid phase in the presence of an organic carboxylic acid, according to the following reaction scheme: wherein R1=H or alkyl with 1-8 C atoms; R2=H, CH3—, C2H5—, or Cl—; R3=alkyl with 1-8 C atoms; R4=H, CH3—, C2H5—, or C3H7—, and R1 and R4 may be joined to form a 5-, 6-, or 7-membered ring. DMP is produced by the process from acetone and methanol by reaction in an acidic heterogeneous ion exchanger, the product being isolated by extraction with aqueous alkaline solution. In particular the process involves combining the IPM reaction product with the DMP reaction product, which permits the execution of a stable recycling process in which the methanol-containing streams of the IPM and DMP stages can be simultaneously extracted.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: May 20, 2003
    Assignee: Degussa AG
    Inventors: Steffen Krill, Stephan Kretz, Volker Häfner, Georg Markowz
  • Patent number: 6406680
    Abstract: This invention describes a new type of X-ray contrast agents. It has been found that iodinated alkenes containing one or several C═C double bonds substituted with electronic neutral substituents and iodine can be used as X-ray contrast agents. Also new iodoalkene compounds are described.
    Type: Grant
    Filed: September 6, 2000
    Date of Patent: June 18, 2002
    Assignee: Nycomed Imaging AS
    Inventor: Hanno Priebe
  • Patent number: 5196611
    Abstract: The preparation of an alkyl, alkenyl, or alkynyl chloride by the reaction of a corresponding alcohol with phosgene or thionyl chloride in the presence of a phosphine oxide acting as catalyst, wherein the catalyst used is an aliphatic, cycloaliphatic, or cyclic/aliphatic phosphine oxide.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: March 23, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochem Henkelmann, Irene Troetsch-Schaller, Thomas Wettling, Thomas-Michael Kahl, Leopold Hupfer, Wolfgang Franzischka, Hermann Koehler
  • Patent number: 4891451
    Abstract: Vinyl ethers of the formula (I) ##STR1## where R.sup.1 to R.sup.3 are identical or different and are each hydrogen, a straight-chain or branched alkyl or alkenyl radical of not more than 12 carbon atoms, halogen-substituted alkyl, a cycloalkyl or cycloalkenyl radical of 5 to 8 carbon atoms, an aryl, alkylaryl, alkenylaryl, aralkyl or aralkenyl radical of 6 to 16 carbon atoms, halogen-substituted aryl or a heterocyclic radical and furthermore R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3, together with the carbon atom to which they are bonded, may form a cycloalkane, cycloalkene or heterocyclic structure, and R.sup.4 is alkyl, alkylaryl or aralkyl, are prepared by a process in which an alcohol is eliminated from an acetal or ketal of the formula (II) ##STR2## where R.sup.1 to R.sup.4 have the above meanings, in the presence of borosilicate and/or iron silicate zeolites as catalysts.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: January 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
  • Patent number: 4831183
    Abstract: A process for the telomerization of a conjugated alkadiene with an organic hydroxy compound to produce an organo-oxyalkadiene is disclosed. A palladium catalyst having an ionic ligand is employed in a substantially oxygen-free environment in the presence of an aprotic polar solvent so that the reaction products may be separated from the catalyst by solvent extraction with a hydrocarbon solvent.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: May 16, 1989
    Assignee: National Distillers and Chemical Corporation
    Inventor: Ronnie M. Hanes
  • Patent number: 4792638
    Abstract: The present invention relates to an isolation process of 2-chloroethylvinyl ether from a thermal decomposition product of 1,1-di(2-chloroethoxy)ethane, and comprises the azeotropic distillation of 2-chloroethyl vinyl ether and 2-chloroethanol from the product, the reaction of the 2-chloroethanol in the azeptrope with the 2-chloroethyl vinyl ether to 1-1-di(2-chloroethoxy)ethane without the separation from the product, and the purification of 2-chloroethyl vinyl ether by the rectification of the above reaction mixture.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: December 20, 1988
    Assignee: Nisso Maruzen Chemical Co., Ltd.
    Inventors: Tsuyoshi Matsumoto, Toshiyuki Fukudome, Masaaki Tsuchida
  • Patent number: 4642392
    Abstract: A process for the telomerization of a conjugated alkadiene with an alkanol is disclosed for the production of an organo-oxyalkadiene. A palladium catalyst having a phosphine or stibene ligand is employed in a substantially oxygen-free environment and in the presence of a high boiling solvent so that the reaction products may be separated from the catalyst by distillation. Vacuum fractional distillation is a preferred method for separating the products.
    Type: Grant
    Filed: September 30, 1985
    Date of Patent: February 10, 1987
    Assignee: National Distillers and Chemical Corporation
    Inventor: Ronnie M. Hanes
  • Patent number: 4634778
    Abstract: Process for preparing chlorinated ethylenic derivatives of the formula ##STR1## in which R.sub.1 represents acetyl, formyl optionally in the form of an acetal, hydroxy optionally as an ether or ester, alkyloxycarbonyl, alkyl of 1 to 12 carbon atoms substituted by one or more acetyl, formyl optionally in the form of an acetal, hydroxy optionally in the form of an ether or ester, or alkyloxycarbonyl, alkenyl of 2 to 12 carbon atoms containing one or more double bonds optionally substituted by one or more of acetyl, formyl optionally in the form of an acetal, hydroxy optionally in the form of an ether or ester, or alkyloxycarbonyl, or R.sub.1 represents 3-sulpholenyl or a radical of formula ##STR2## in which R.sub.2 denotes a hydrogen or acetyl, by reacting chlorine in a nonpolar aprotic solvent with a compound of general formula ##STR3## in which R.sub.1 is defined as above. The products of formula I, some of which are new, are useful as intermediates in the synthesis of terpene products such as vitamin E.
    Type: Grant
    Filed: November 16, 1984
    Date of Patent: January 6, 1987
    Assignee: Rhone-Poulenc Sante
    Inventors: Gerard Mignani, Didier Morel, Pierre Chabardes
  • Patent number: 4496771
    Abstract: There is described a process for preparing the compound 1-decyloxy-4-[(7-oxa-4-octynyl)-oxy]-benzene consisting in condensing methyl-propargyl-ether with 1-bromo-3-chloro-propane and in reacting the resulting intermediate with 4-decyloxy-phenol in the presence of an alkaline hydroxide.The process can be carried out also without purifying the intermediate obtained from the first reaction.
    Type: Grant
    Filed: March 3, 1983
    Date of Patent: January 29, 1985
    Assignee: Montedison S.p.A.
    Inventors: Pietro Massardo, Franco Bettarini, Ennio Bianchini, Paulo Piccardi
  • Patent number: 4439365
    Abstract: This disclosure describes certain 11-hydroxy and 11-deoxy-9-keto(or hydroxy)-prostanoic acid derivatives useful as bronchodilators, anti-ulcer agents, or as intermediates.
    Type: Grant
    Filed: July 18, 1979
    Date of Patent: March 27, 1984
    Assignee: American Cyanamid Company
    Inventors: Middleton B. Floyd, Jr., Martin J. Weiss, John F. Poletto, Robert E. Schaub, Karel F. Bernady
  • Patent number: 4434303
    Abstract: Bis-(1-bromo-2,3,3-trichloro-2-propenyl) ether of the formula ##STR1## is produced by reacting bis-(2,3,3-trichloro-2-propenyl) ether of the formula ##STR2## with bromine under irradiation with light. The end product as produced may be steam distilled in situ, thereby recovering 2,3,3-trichloroacrolein.
    Type: Grant
    Filed: January 7, 1983
    Date of Patent: February 28, 1984
    Assignee: Nihon Tokushu Noyaku Seizo K.K.
    Inventors: Junichi Saito, Toyohiko Kume
  • Patent number: 4385185
    Abstract: Compounds of the general formula I: ##STR1## wherein R.sub.1 and R.sub.2 are equal or different alkyl-, alkoxyalkyl-, or aryl groups, or together form a ring; R.sub.3 is an allyl or benzyl radical; and R.sub.4 and R.sub.5 represent hydrogen, alkyl, alkoxyalkyl, alkenyl or further compounds of the formula II: ##STR2## wherein R.sub.1, R.sub.2, R.sub.4 and R.sub.5 have the meaning indicated above and R.sub.6 stands for hydrogen or methyl or to compounds which are modified by the addition of hydrogen to at least one olefinic or carbonylic double bond of compounds of the general formula I or II. The invention also relates to a process for preparing the new compounds. The compounds of the general formula II are obtained by thermal treatment of a selection of compounds of formula I, for which R.sub.3 stands for the allyl or methallyl radical. The compounds according to the invention are used as fragrant and flavoring substances.
    Type: Grant
    Filed: March 20, 1981
    Date of Patent: May 24, 1983
    Assignee: Consortium fur Elektrochemische Industrie GmbH
    Inventors: Helmut Gebauer, Walter Hafner
  • Patent number: 4371717
    Abstract: The present invention is directed to a process for the preparation of certain N-substituted-2-haloacetanilides via the reaction of a secondary 2-haloacetanilide with a haloalkyl ether, particularly, halomethyl ethers, which comprises forming the ether in situ by the in-solvent reaction of an alcohol, formaldehyde or other aldehyde and an acid halide to produce high purity haloalkyl ethers, while decreasing the concentration of undesirable bis by products, as for example bis(chloromethyl) ether. The ether formed in situ thereafter reacts with the secondary 2-haloacetanilide in the presence of a phase transfer catalyst and base to form the N-substituted-2-haloacetanilide.
    Type: Grant
    Filed: February 3, 1981
    Date of Patent: February 1, 1983
    Assignee: Monsanto Company
    Inventors: Gerhard H. Alt, John P. Chupp
  • Patent number: 4315016
    Abstract: Fungicidal compounds of the formula: ##STR1## wherein R.sub.3 is hydrogen, R.sub.4 is phenyl optionally substituted with one halogen, and R.sub.5 is alkyl having up to 5 carbon atoms, alkenyl having up to 5 carbon atoms, alkynyl having up to 5 carbon atoms or monochlorophenoxymethyl or R.sub.5 is benzyl optionally ring substituted with up to three substituents selected from the class consisting of halogen, alkyl having up to 4 carbon atoms and alkoxy having up to 4 carbon atoms, or a fungicidal acid salt of such a compound.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: February 9, 1982
    Assignee: Imperial Chemical Industries Limited
    Inventors: Sugavanam Balassubramanyan, Margaret C. Shephard
  • Patent number: 4310709
    Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.
    Type: Grant
    Filed: April 23, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventor: Walter Rebafka
  • Patent number: 4284827
    Abstract: Substituted ethanes (I) are reacted with an alkyl metal reagent to form isomeric metalated olefins (IIIA and IIIB) having a trans (IIIB) to cis (IIIA) ratio of greater than 70:30.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: August 18, 1981
    Assignee: The Upjohn Company
    Inventor: Jerry A. Walker
  • Patent number: 4163021
    Abstract: A synthesis of 2,6,10-trimethyl-undecan-1-ol, an intermediate for producing vitamin E, from methacrolein, crotonaldehyde, .beta.-hydroxy-isobutyric acid including intermediates in this synthesis.
    Type: Grant
    Filed: May 12, 1978
    Date of Patent: July 31, 1979
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Noal Cohen, Gabriel Saucy