Halogen Containing Patents (Class 568/674)
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Patent number: 4734225Abstract: 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: GrantFiled: March 5, 1984Date of Patent: March 29, 1988Assignee: Max-Planck-Gesellschaft zur Forderung der Wissenschaften E.V.Inventor: Hansjorg Eibl
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Patent number: 4722978Abstract: 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: GrantFiled: August 30, 1985Date of Patent: February 2, 1988Assignee: The B. F. Goodrich CompanyInventor: Simon H. Yu
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Patent number: 4709060Abstract: 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: GrantFiled: July 11, 1986Date of Patent: November 24, 1987Assignee: Daikin Industries, Ltd.Inventors: Yohnosuke Ohsaka, Shoji Takaki
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Patent number: 4675453Abstract: 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: GrantFiled: December 27, 1983Date of Patent: June 23, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul R. Resnick
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Patent number: 4594458Abstract: 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: GrantFiled: May 3, 1985Date of Patent: June 10, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4590015Abstract: 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: GrantFiled: March 1, 1985Date of Patent: May 20, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul R. Resnick
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Patent number: 4568773Abstract: 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: GrantFiled: March 19, 1985Date of Patent: February 4, 1986Assignee: Daikin Industries Ltd.Inventors: Akira Ohmori, Nobuyuki Tomihashi, Hiroshi Inukai, Kazuhiro Nakai
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Patent number: 4560811Abstract: 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: GrantFiled: January 18, 1984Date of Patent: December 24, 1985Assignee: Massachusetts Institute of TechnologyInventors: Karl B. Sharpless, Roy A. Johnson
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Patent number: 4556747Abstract: 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: GrantFiled: March 1, 1985Date of Patent: December 3, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Paul R. Resnick
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Patent number: 4532366Abstract: 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: GrantFiled: February 16, 1983Date of Patent: July 30, 1985Assignee: Hoechst AktiengesellschaftInventors: Gunter Siegemund, Werner Schwertfeger
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Patent number: 4515989Abstract: Compounds represented by the general formulas ##STR1## are prepared by reacting halofluoropropylene oxides with fluorinated acid fluorides and ketones.Type: GrantFiled: June 11, 1980Date of Patent: May 7, 1985Assignee: The Dow Chemical CompanyInventors: Bobby R. Ezzell, William P. Carl, William A. Mod
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Patent number: 4477388Abstract: 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: GrantFiled: October 7, 1983Date of Patent: October 16, 1984Assignee: American Cyanamid CompanyInventors: Middleton B. Floyd, Jr., Charles V. Grudzinskas, Sow-Mei L. Chen
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Patent number: 4474998Abstract: 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: GrantFiled: September 14, 1983Date of Patent: October 2, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ronald E. Uschold
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Patent number: 4431845Abstract: 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: GrantFiled: March 5, 1982Date of Patent: February 14, 1984Assignee: Minnesota Mining and Manufacturing CompanyInventors: Chung I. Young, Loren L. Barber, Jr.
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Patent number: 4385185Abstract: 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: GrantFiled: March 20, 1981Date of Patent: May 24, 1983Assignee: Consortium fur Elektrochemische Industrie GmbHInventors: Helmut Gebauer, Walter Hafner
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Patent number: 4352760Abstract: 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: GrantFiled: December 29, 1980Date of Patent: October 5, 1982Assignee: The Upjohn CompanyInventor: Kirk M. Maxey
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Patent number: 4340750Abstract: 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: GrantFiled: October 29, 1980Date of Patent: July 20, 1982Assignee: Asahi Glass Company, Ltd.Inventors: Masaaki Yamabe, Seisaku Kumai, Seiji Munekata
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Patent number: 4335255Abstract: 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: GrantFiled: April 3, 1980Date of Patent: June 15, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4310709Abstract: 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: GrantFiled: April 23, 1980Date of Patent: January 12, 1982Assignee: BASF AktiengesellschaftInventor: Walter Rebafka
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Patent number: 4292449Abstract: 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: GrantFiled: May 1, 1980Date of Patent: September 29, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4275226Abstract: 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: GrantFiled: August 9, 1979Date of Patent: June 23, 1981Assignee: Asahi Glass Company, Ltd.Inventors: Masaaki Yamabe, Seisaku Kumai, Seiji Munekata
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Patent number: 4275225Abstract: 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: GrantFiled: May 1, 1980Date of Patent: June 23, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4233231Abstract: 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: GrantFiled: November 22, 1977Date of Patent: November 11, 1980Assignee: American Cyanamid CompanyInventors: Middleton B. Floyd, Jr., Charles V. Grudzinskas, Sow-Mei L. Chen
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Patent number: 4179579Abstract: 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: GrantFiled: July 25, 1977Date of Patent: December 18, 1979Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Fumio Wada, Takashi Ohnishi, Takashi Nishida, Yoshiaki Omura, Fumio Mori, Takeo Hosogai, Sukeji Aihara
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Patent number: 4173710Abstract: 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: GrantFiled: November 14, 1977Date of Patent: November 6, 1979Assignee: Solvay & CieInventors: Jean-Claude Boulet, Rene Walraevens, Gerard Bonnety, Jacques Lolivier, Paul Trouillet
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Patent number: 4172839Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.2 series.Type: GrantFiled: December 8, 1977Date of Patent: October 30, 1979Assignee: American Cyanamid CompanyInventor: Allan Wissner
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Patent number: 4171457Abstract: 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: GrantFiled: May 8, 1978Date of Patent: October 16, 1979Assignee: Alcolac Inc.Inventor: Seymour M. Linder
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Patent number: 4170597Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the E.sub.2 series.Type: GrantFiled: December 8, 1977Date of Patent: October 9, 1979Assignee: American Cyanamid CompanyInventor: Allan Wissner
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Patent number: 4163021Abstract: 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: GrantFiled: May 12, 1978Date of Patent: July 31, 1979Assignee: Hoffmann-La Roche Inc.Inventors: Noal Cohen, Gabriel Saucy