Halogen Containing Patents (Class 568/674)
  • Patent number: 4734225
    Abstract: The mannite derivatives have the formula (1) wherein R' and R.sup.2, idenal or different, represent when they are identical a straight or branched alkyl, alkenyl or alkynyl group containing from 5 to 24 atoms of carbon which may be substituted by a cycloalkyl residue having from 3 to 6 atoms of carbon, an aryl, benzyloxy, allyloxy, mesyloxy residue and/or halogen atoms and when R' and R.sup.2 are different, they represent a straight or branched alkyl group with 1 to 24 atoms or carbon, which may be substituted by a cycloalkyl residue having from 3 to 6 atoms of carbon, an aryl, benzyloxy, allyloxy, mesyloxy residue and/or halogen atoms, with the possibility for R' of being also a trityl group. From said mannite derivatives, it is possible to obtain in a simple way and with good yields the phospholipids in the form of their optical stereo isomers.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: March 29, 1988
    Assignee: Max-Planck-Gesellschaft zur Forderung der Wissenschaften E.V.
    Inventor: Hansjorg Eibl
  • Patent number: 4722978
    Abstract: A cationic ring-opening polymerization of a cyclic ether ("CE") in conjunction with an unsaturated alcohol (propagator) having an allyl double bond, produces a polyether macromer having an allylic group near one end and a hydroxyl group at the other. The polymerization proceeds by polyaddition of the CE to the OH group which is the propagating species. The CE is an alkylene oxide or an aliphatic or aromatic glycidyl ether; the propagator is a primary or secondary alcohol which, if cyclic may have a single internal double bond in one ring. The catalyst is a Friedel-Crafts acid, strong protic organic or inorganic acid, oxonium salt, or the like.
    Type: Grant
    Filed: August 30, 1985
    Date of Patent: February 2, 1988
    Assignee: The B. F. Goodrich Company
    Inventor: Simon H. Yu
  • Patent number: 4709060
    Abstract: A substituted trifluorooxetane of the formula: ##STR1## wherein R.sub.f is a C.sub.1 -C.sub.10 perfluoroalkyl group and n is 0, 1 or 2, which is useful as a solvent or a monomer.
    Type: Grant
    Filed: July 11, 1986
    Date of Patent: November 24, 1987
    Assignee: Daikin Industries, Ltd.
    Inventors: Yohnosuke Ohsaka, Shoji Takaki
  • Patent number: 4675453
    Abstract: Vinyl ether monomers of the formula ##STR1## wherein n is 0 or 1 and R is CH.sub.3 or C.sub.2 H.sub.5, precursors thereto, and copolymers with, e.g., tetrafluoroethylene, are provided. The copolymers are useful as electrical insulation and as the sheath portion of optical fibers, and can be converted to known ion exchange polymers having carboxylic groups which are useful, e.g., in the form of permionic membrane for separating the compartments of a chloralkali cell. The vinyl ether monomers can also be converted to vinyl ether monomers which contain carboxylate functional groups, which in turn can be copolymerized to useful copolymers.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: June 23, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Paul R. Resnick
  • Patent number: 4594458
    Abstract: Vinyl ethers derived from alkyl perfluoro-.omega.-(2-iodoethoxy) compounds which, when copolymerized with halogenated 1-olefins, form elastomers, rigid articles, or membranes and films having ion-exchange properties.
    Type: Grant
    Filed: May 3, 1985
    Date of Patent: June 10, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4590015
    Abstract: Vinyl ether monomers of the formula ##STR1## wherein n is 0 or 1 and R is CH.sub.3 or Ch.sub.2 H.sub.5, precursors thereto, and copolymers with, e.g., tetrafluoroethylene, are provided. The copolymers are useful as electrical insulation and as the sheath portion of optical fibers, and can be converted to known ion exchange polymers having carboxylic groups which are useful, e.g., in the form of permionic membrane for separating the compartments of a chloralkali cell. The vinyl ether monomers can also be converted to vinyl ether monomers which contain carboxylate functional groups, which in turn can be copolymerized to useful copolymers.
    Type: Grant
    Filed: March 1, 1985
    Date of Patent: May 20, 1986
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Paul R. Resnick
  • Patent number: 4568773
    Abstract: A fluorooxyalkyl vinyl ether of the formula: ##STR1## wherein n is an integer of 0 to 5, which is homopolymerizable or copolymerizable with fluoroolefins and homo- or co-polymer thereof.
    Type: Grant
    Filed: March 19, 1985
    Date of Patent: February 4, 1986
    Assignee: Daikin Industries Ltd.
    Inventors: Akira Ohmori, Nobuyuki Tomihashi, Hiroshi Inukai, Kazuhiro Nakai
  • Patent number: 4560811
    Abstract: Novel methods for making chlorohydrins are provided using a Lewis acid catalyst with an olefin and peroxy compound or where an enantiomer is desired, a Lewis acid catalyst in combination with a chiral alcohol, particularly glycol, and a combination of a peroxy compound and alkenol. In certain situations, an epoxide may be employed.
    Type: Grant
    Filed: January 18, 1984
    Date of Patent: December 24, 1985
    Assignee: Massachusetts Institute of Technology
    Inventors: Karl B. Sharpless, Roy A. Johnson
  • Patent number: 4556747
    Abstract: Vinyl ether monomers of the formula ##STR1## wherein n is 0 or 1 and R is CH.sub.3 or C.sub.2 H.sub.5, precursors thereto, and copolymers with, e.g., tetrafluoroethylene, are provided. The copolymers are useful as electrical insulation and as the sheath portion of optical fibers, and can be converted to known ion exchange polymers having carboxylic groups which are useful, e.g., in the form of permionic membrane for separating the compartments of a chloralkali cell. The vinyl ether monomers can also be converted to vinyl ether monomers which contain carboxylate functional groups, which in turn can be copolymerized to useful copolymers.
    Type: Grant
    Filed: March 1, 1985
    Date of Patent: December 3, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Paul R. Resnick
  • Patent number: 4532366
    Abstract: New perfluorinated vinyl ethers containing a secondary hydrogen atom in the molecule of the formula I ##STR1## in which n is 0-5, preferably 0-3 and particularly 0-2, are useful intermediate products (particularly for the preparation of polymeric intermediates and of perfluorinated cation exchangers containing carboxyl groups) and are prepared by(a) reacting 3-H-perfluorobutyryl fluoride IIFOC--CF.sub.2 --CHF--CF.sub.3 (II)with hexafluoropropene epoxide III ##STR2## to give the acid fluoride IV ##STR3## in which n has the same meaning as in formula I, (b) pyrolyzing the acid fluoride IV, as such or after conversion into the corresponding alkali metal carboxylate, at elevated temperature and(c) isolating the vinyl ether I formed in the pyrolysis.
    Type: Grant
    Filed: February 16, 1983
    Date of Patent: July 30, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunter Siegemund, Werner Schwertfeger
  • Patent number: 4515989
    Abstract: Compounds represented by the general formulas ##STR1## are prepared by reacting halofluoropropylene oxides with fluorinated acid fluorides and ketones.
    Type: Grant
    Filed: June 11, 1980
    Date of Patent: May 7, 1985
    Assignee: The Dow Chemical Company
    Inventors: Bobby R. Ezzell, William P. Carl, William A. Mod
  • Patent number: 4477388
    Abstract: Vinylstannyl derivatives and the processes for their conversion to vinyliodides, vinylbromides and vinyllithium reagents. The vinylstannyl, vinyliodides, vinylbromide derivatives and vinyllithiums are useful as intermediates for the preparation of prostaglandin analogs.
    Type: Grant
    Filed: October 7, 1983
    Date of Patent: October 16, 1984
    Assignee: American Cyanamid Company
    Inventors: Middleton B. Floyd, Jr., Charles V. Grudzinskas, Sow-Mei L. Chen
  • Patent number: 4474998
    Abstract: Chlorodifluorovinyloxyperfluoroalkyleneoxyalkyl trifluoromethyl ketones and acyl fluorides; chlorodifluorovinyloxyperfluoroalkyleneoxyethylenes; substituted fluoroalkoxyperfluoroalkyleneoxyalkyl trifluoromethyl ketones and acyl fluorides; substituted fluoroalkoxyperfluoroalkyleneoxyethylenes; processes for their preparation and for the preparation of perfluorovinyloxyalkyleneoxyalkyl bromides; and copolymers of derivatives of the aforesaid vinyl compounds.
    Type: Grant
    Filed: September 14, 1983
    Date of Patent: October 2, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ronald E. Uschold
  • Patent number: 4431845
    Abstract: A method for the preparation of hydroxyl-terminated poly(haloalkylene ethers) is disclosed wherein a catalyst system comprising a fluorinated acid and a polyvalent tin compound is utilized.
    Type: Grant
    Filed: March 5, 1982
    Date of Patent: February 14, 1984
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Chung I. Young, Loren L. Barber, Jr.
  • 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: 4352760
    Abstract: The present invention provides novel substituted heptadeca-5,9- and 5,10-dienoic acid and similar fatty acid compounds which are derivatives of certain prostaglandins and are potent thromboxane A.sub.2 inhibitors. By virtue of this pharmacological property, they represent useful pharmacological agents for a wide variety of purposes.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: October 5, 1982
    Assignee: The Upjohn Company
    Inventor: Kirk M. Maxey
  • Patent number: 4340750
    Abstract: A fluorovinyl ether having the formulaXRfCF.sub.2 OCF.dbd.CF.sub.2 (I)wherein X represents --H, --Cl, --Br, --F, --CO.sub.2 R, --CONRR', --SO.sub.2 F, ##STR1## or --COF and R represents a C.sub.1 -C.sub.10 alkyl group; R' represents --H or a C.sub.1 -C.sub.10 alkyl group; Rf represents a C.sub.1 -C.sub.20 bifunctional perfluoro-containing group is produced by reacting an iodine-containing ether having the formulaXRfCF.sub.2 OCF.sub.2 CF.sub.2 I (II)in the presence of a catalytic component selected from the group consisting of Mg, Cu, Zn, Zn-Cu, Zn-Cd, Zn-Pd, Zn-Hg, Sn, Sb, organomagnesium compounds and organolithium compounds.
    Type: Grant
    Filed: October 29, 1980
    Date of Patent: July 20, 1982
    Assignee: Asahi Glass Company, Ltd.
    Inventors: Masaaki Yamabe, Seisaku Kumai, Seiji Munekata
  • Patent number: 4335255
    Abstract: Ketoester of the formula ##STR1## .alpha.-carboxylate-.omega.-acyl fluoride of the formula ##STR2## vinyl ether of the formula ##STR3## divinyl ether of the formula ##STR4## allyl ether of the formula ##STR5## and film-forming copolymers, useful as molding resins, of the vinyl ether and/or the divinyl ether or the allyl ether and a fluorinated vinyl monomer, for example, tetrafluoroethylene, wherein, in the above formulas, n is 0 to 6, p is 0 to 7, X is CO.sub.2 M, CO.sub.2 R, CO.sub.2 H, CONH.sub.2, COF, COCl or CN, M is alkali metal, ammonium or quaternary ammonium and R is C.sub.1-8 alkyl, selected copolymers, after hydrolysis, being water-wettable and dyeable, exhibiting ion-exchange properties and being useful in curable fluoroelastomer compositions and, in film form, as the membrane in a chloroalkali electrolysis cell.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: June 15, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • 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: 4292449
    Abstract: The reaction of a polyfluorocarbonyl compound such as a polyfluoroketone or polyfluorocarboxylic acid fluoride with fluoride ion and a polyfluoroallyl chloride, bromide or fluorosulfate produces a polyfluoroallyloxy compound, e.g., CF.sub.2 .dbd.CFCF.sub.2 OCF.sub.2 CF.sub.3. The polyfluoroallyloxy compounds copolymerize with ethylenically unsaturated monomers such as tetrafluoroethylene, chlorotrifluoroethylene or vinylidene fluoride to form polymers which are moldable, and in some cases electrically conducting or are water-wettable and dyeable.
    Type: Grant
    Filed: May 1, 1980
    Date of Patent: September 29, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4275226
    Abstract: A fluorovinyl ether having the formulaXRfCF.sub.2 OCF.dbd.CF.sub.2 (I)wherein X represents --H, --Cl, --Br, --F, --CO.sub.2 R, --CONRR', --SO.sub.2 F, ##STR1## or --COF and R represents a C.sub.1 -C.sub.10 alkyl group; R' represents --H or a C.sub.1 -C.sub.10 alkyl group; Rf represents a C.sub.1 -C.sub.20 bifunctional perfluoro-containing group is produced by reacting an iodine-containing ether having the formulaXRfCF.sub.2 OCF.sub.2 CF.sub.2 I (II)in the presence of a catalytic component selected from the group consisting of Mg, Cu, Zn, Zn-Cu, Zn-Cd, Zn-Pd, Zn-Hg, Sn, Sb, organomagnesium compounds and organolithium compounds.
    Type: Grant
    Filed: August 9, 1979
    Date of Patent: June 23, 1981
    Assignee: Asahi Glass Company, Ltd.
    Inventors: Masaaki Yamabe, Seisaku Kumai, Seiji Munekata
  • Patent number: 4275225
    Abstract: The reaction of a polyfluorocarbonyl compound such as a polyfluoroketone or polyfluorocarboxylic acid fluoride with fluoride ion and a polyfluoroallyl chloride, bromide or fluorosulfate produces a polyfluoroallyloxy carboxylic acid or ester, e.g., CF.sub.2 .dbd.CFCF.sub.2 OCF.sub.2 CF.sub.2 COOH. The polyfluoroallyloxy compounds copolymerize with ethylenically unsaturated monomers such as tetrafluoroethylene, chlorotrifluoroethylene or vinylidene fluoride to form polymers which are moldable, and in some cases electrically conducting or are water-wettable and dyeable.
    Type: Grant
    Filed: May 1, 1980
    Date of Patent: June 23, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 4233231
    Abstract: Vinylstannyl derivatives and the processes for their conversion to vinyliodides, vinylbromides and vinyllithium reagents. The vinylstannyl, vinyliodides, vinylbromide derivatives and vinyllithiums are useful as intermediates for the preparation of prostaglandin analogs.
    Type: Grant
    Filed: November 22, 1977
    Date of Patent: November 11, 1980
    Assignee: American Cyanamid Company
    Inventors: Middleton B. Floyd, Jr., Charles V. Grudzinskas, Sow-Mei L. Chen
  • Patent number: 4179579
    Abstract: Novel substituted propargyl alcohols of the formula: ##STR1## novel allylic alcohols of the formula: ##STR2## .delta.,.epsilon.-unsaturated ketones of the formula: ##STR3## are provided. In the above formulas, R represents a group of the formula: ##STR4## wherein X.sub.1 and X.sub.2 are both hydrogen atoms or wherein one of X.sub.1 and X.sub.2 is a hydrogen atom, the other jointly with Z represents a bond; Z jointly with X.sub.1 or X.sub.2 represents a bond or separately represent a hydrogen atom, a hydroxyl group or a lower alkoxy group; R.sub.1 and R.sub.2 are the same or different and represents hydrogen atoms or lower alkyl groups; n is 1 or 2; and when n is 2, X.sub.1, X.sub.2, X, R.sub.1 and R.sub.2 may be the same or different. These novel compounds are easily produced and are useful as perfumes and as interrelated intermediates for the production of terpenoid compounds.
    Type: Grant
    Filed: July 25, 1977
    Date of Patent: December 18, 1979
    Assignee: Kuraray Co., Ltd.
    Inventors: Yoshiji Fujita, Fumio Wada, Takashi Ohnishi, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
  • Patent number: 4173710
    Abstract: New halogenated polyether polyols for the production of permanently fire-proof polyurethane foams, said halogenated polyether polyols corresponding to the general formula: ##STR1## in which z represents a number between 2 and 6, x and y represent numbers between 0 and 12 such that the mean value x+y per chain is between 0 and 12, and that z (x+y), in which x+y represents the mean value of x+y in the entire molecule, is between 1 and 72, and Z represents the residue of a halogenated polyhydroxyl compound initiator and comprises a C.sub.2 to C.sub.6 halogenated aliphatic radical of valence z, the halogen being selected from the group consisting of chlorine and bromine.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: November 6, 1979
    Assignee: Solvay & Cie
    Inventors: Jean-Claude Boulet, Rene Walraevens, Gerard Bonnety, Jacques Lolivier, Paul Trouillet
  • Patent number: 4172839
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.2 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: October 30, 1979
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 4171457
    Abstract: 1-Hydroxy-2-Bromo-3-Allyloxypropane (allyl glycidyl ether bromohydrin) and 1-hydroxy-2-bromo-3-allyloxypropane phophoric acid ester (allyl glycidyl ether bromophosphate), which are useful as polymerizable flame-retardants, are described. 1-Hydroxy-2-bromo-3-allyloxypropane was prepared by the reaction of equimolar amounts of allyl glycidyl ether and hydrobromic acid, in acetic acid, preferably at a temperature in the range of 25.degree.-50.degree. C. and the thus obtained allyl glycidyl ether bromohydrin was phosphated by reaction with a substantially equimolar amount of polyphosphoric acid, preferably at a temperature in the range of about 40.degree.-50.degree. C., to produce the 1-hydroxy-2-bromo-3-allyloxypropane phosphoric acid ester.
    Type: Grant
    Filed: May 8, 1978
    Date of Patent: October 16, 1979
    Assignee: Alcolac Inc.
    Inventor: Seymour M. Linder
  • Patent number: 4170597
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the E.sub.2 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: October 9, 1979
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • 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