Abstract: Process for the preparation of hydro(halo)fluoroalkanes by direct fluorination in liquid phase with elemental fluorine at low temperature (under 0.degree. C.) of the corresponding hydro(halo)=alkenes.
Type:
Grant
Filed:
October 20, 1986
Date of Patent:
June 28, 1988
Assignee:
Ausimont S.p.A.
Inventors:
Claudio Gervasutti, Lino Conte, Gian Paolo Gambaretto
Abstract: A fluorine-containing grease composition comprising a halogen-containing polyether of the formula:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.a --(CHClCF.sub.2 CF.sub.2 O).sub.b --(CCl.sub.2 CF.sub.2 CF.sub.2 O).sub.c --(CHFCF.sub.2 CF.sub.2 O).sub.d --(CFClCF.sub.2 CF.sub.2 O).sub.e --(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.f --(I)wherein a, b, c, d, e and f are each an integer not less than 0 and satisfy the following equations:2.ltoreq.a+b+c+d+e+f.ltoreq.200and,1.ltoreq.a+c+d+fand 0.5 to 60% by weight of a fluororesin base on the weight of the whole composition, which has good chemical and heat resistance and is used in a high temperature environment.
Abstract: A process for the preparation of compounds containing a difluoromethylene group in a position .alpha. to an oxygen atom. An alcohol or a phenol is brought into contact with trifluoroacetic acid or a halide or anhydride thereof in anhydrous liquid hydrofluoric acid, in the presence of boron trifluoride, in a quantity such that the absolute pressure of boron trifluoride is at least about one bar. The compounds obtained according to the invention are used as synthesis intermediates in the pharmaceutical, plant-protection, and dye industries, as anesthetics and as additives for lubricating oils.
Abstract: The present invention relates to novel perfluoro chemicals (PFC), particularly perfluorocyclic ethers and polyfluorinated compounds containing a few chlorine atoms and to a method for the preparation thereof.
Abstract: A process for the preparation of compounds containing a difluoromethylene or trifluoromethyl group. A compound containing a carbonyl group, preferbly an acid, acid halide, amide, ketone or any compound containing a perhaloalkylcarbonyl moiety is placed, in anhydrous liquid hydrofluoric acid, in contact with boron trifluoride in a quantity such that the absolute pressure of boron trifluoride in the reaction system is at least one bar for a time sufficient to convert the carbonyl group to a difluormethylene or trifluoromethyl group.The compounds obtained are useful as synthesis intermediates in the pharmaceutical, plant-protection and dye industries, as anesthetics or as heat-transfer and lubricating fluids.
Abstract: Telomers formed by reacting chlorotrifluoroethylene with fluoroxytrifluoromethane are disclosed. The telomerization reaction is conducted in either liquid chlorotrifluoroethylene without a solvent or in solution. The telomers thus formed can optionally be fluorinated by reaction with a suitable fluorinating agent to improve their stability.
Type:
Grant
Filed:
February 11, 1985
Date of Patent:
March 18, 1986
Assignee:
Occidental Chemical Corporation
Inventors:
Donald H. Campbell, Michael J. Fifolt, Mohan S. Saran
Abstract: An absorption heat pump system wherein the working fluid is a saturated fluorohydrocarbon or fluorohydrocarbon ether having from 3 to 5 carbon atoms.
Abstract: A mechanical vapor recompression heat pump system wherein the working fluid is a saturated fluorohydrocarbon or fluorohydrocarbon ether having from 3 to 5 carbon atoms or a fluorinated amine containing up to 6 carbon atoms and having the formula: ##STR1## wherein each of X and X.sup.1, independently, represents hydrogen or fluorine,R represents hydrogen or a lower alkyl radical,n represents an integer from 1 to 4,each of m and q represents an integer from 0 to 2,p represents an integer from 0 to 4 provided thatp is not zero when X.sup.1 is fluorine, andr represents an integer from 1 to 3;or the formula: ##STR2## wherein W represents hydrogen or fluorine, a represents an integer from 3 to 5, b represents an integer from 1 to 3 and c represents an integer from 0 to 2 provided that c is not zero when W is fluorine.
Abstract: A telomerization process comprises reacting chlorotrifluoroethylene with bisfluoroxydifluoromethane. The telomerization reaction is conducted in either liquid chlorotrifluoroethylene without a solvent or in solution. The telomers thus formed can optionally be fluorinated by reaction with a suitable fluorinating agent to improve their stability.
Type:
Grant
Filed:
October 24, 1983
Date of Patent:
August 6, 1985
Assignee:
Occidental Chemical Corporation
Inventors:
Donald H. Campbell, Michael J. Fifolt, Mohan S. Saran
Abstract: A method is disclosed for producing fluorocarbon ethers wherein a high molecular weight polyether is reacted with elemental fluorine to produce a highly fluorinated polyether which is subjected to an elevated temperature sufficient to cause fragmentation of the polymer chain to produce fluorocarbon ethers.
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
Abstract: This invention relates to perfluorinated branched ether compounds which are useful as synthetic blood substitutes and perfusion media, and for other purposes, and to emulsions which contain such compounds. A method is disclosed for direct fluorination without creating excessive unwanted byproducts. Hydrocarbon ether starting compounds used in this invention may be purchased or synthesized.
Abstract: A fluorine-containing compound of the formula: ##STR1## wherein Rf is a C.sub.3 -C.sub.21 fluorine-containing group; R is a hydrogen atom or a C.sub.1 -C.sub.4 acyl group; Q is an aliphatic or aromatic hydrocarbon group having not more than twenty-one carbon atoms; and n is an integer of 1 to 10 lowers the surface tensions of water and/or organic liquids and the interfacial tensions between them.
Abstract: A method of synthesizing fluoromethylhexafluoroisopropyl ether, comprising mixing hexafluoroisopropyl alcohol, formaldehyde, hydrogen fluoride, and a protonating, dehydrating and fluoride ion-generating agent under conditions suitable to generate fluoromethylhexafluoroisopropyl ether, and then recovering the fluoromethylhexafluoroisopropyl ether.
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
Abstract: Alkyl or aryl 1,1-difluoroalkyl ethers, e.g., 1,1,2-trifluoro-2-chloro-2-iodoethyl phenyl ether, are prepared by reacting an alkoxide or phenoxide with a 1,1-difluoro-1,2-dihaloethane (with the proviso that halo is not fluoro and at least one of the halo substituents is bromo or iodo) in an organic solvent at temperatures ranging from about -30.degree. C. to about 100.degree. C. These compounds may be dehalogenated with zinc to form the corresponding vinyl ethers.The reaction of halogen derivatives of fluorocarbons with nucleophiles is dramatically facilitated by a bromo or iodo substituent in the beta position.
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.
Abstract: Processes for the preparation of certain halogenated aliphatic ethers are described, and in particular the preparation of 1,1,2-trifluoro-2-chloroethyl methyl ether, i.e., CH.sub.3 OCF.sub.2 CHFCl. This particular ether has many uses, and is a valuable material for use in the production of the inhalant anesthetic enflurane, 1,1,2-trifluoro-2-chloroethyl difluoromethyl ether, i.e., CF.sub.2 HOCF.sub.2 CHFCl, made and sold under the trademark ETHRANE by Airco, Inc., Montvale, New Jersey 07645.
Abstract: Process for adjusting the halogen content of halogenated aliphatic ethers, by selective replacement of a halide substituent on the ether with a hydrogen. The process is particularly useful for the production of certain inhalant anesthetics.
Abstract: Methods for the dehalogenation of various haloethers are disclosed, comprising providing a haloether having the formula CX'.sub.3 -[CY.sub.2 ].sub.n -O-CZ.sub.2 -CX.sub.3 in which X', Y, Z and X are specifically disclosed combinations of hydrogen, fluorine chlorine and bromine such that the molecule includes at least one reducible group, but where both portions of any ethyl groups present are not reducible. Dehalogenation of these haloethers is carried out by contacting same with a hydrogen donor comprising an amine, preferably a primary or secondary amine or a primary, secondary or tertiary alkanol amine. The amine is preferably used in combination with a catalyst, such as a varivalent metal or a salt thereof, such as copper or a copper salt.
Abstract: Hexafluoropropylene may be conventionally oxidized to form an impure mixture comprising hexafluoroacetone and residual hexafluoropropylene, which materials are separable only with difficulty. The impure mixture may be subjected to reducing conditions to hydrogenate the hexafluoroacetone to a hexafluoroisopropanol product, which product is easily separable from the hexafluoropropylene impurity, which impurity may be recycled for further oxygenation and production of the acetone. Alternatively, hexafluoroisopropanol may be conventionally made from hexachloroacetone to form an impure mixture of hexafluoroacetone and HF. When this impure mixture is hydrogenated, the resulting hexafluoroisopropanol, mixed with hydrogen fluoride, is formed. Either of these alcohol products may be reacted with hydrogen fluoride and a formaldehyde to obtain a fluoromethyl-1,1,1,3,3,3-hexafluoroisopropyl ether, which is a useful anesthetic.
Abstract: A method of synthesizing fluoromethylhexafluoroisopropyl ether comprises adding hexafluoroisopropyl alcohol to a mixture comprising a stoichiometric excess of paraformaldehyde and hydrogen fluoride, plus sufficient sulfuric acid to sequester most of the water produced by the reaction. The mixture is maintained at a temperature of at least 57.degree. C., to cause vapor formation by boiling of the fluoromethylhexafluoroisopropyl ether formed. The vapor is then collected and condensed, and may be purified by distillation.
Abstract: An easily cross linkable fluorine-containing polymer substantially comprising: (1) a polymeric chain comprising one or more polymer segments, of which at least one polymer segment consisting of units of vinylidene fluoride alone or of units of vinylidene fluoride and one or more of other fluoroolefins, and (2) at least one iodine atom liberated from an iodinated compound of the formula: RI.sub.x (wherein R is a saturated or unsaturated fluorohydrocarbon or chlorofluorohydrocarbon residue having 1 to 8 carbon atoms and x is an integer of 1 or 2 corresponding to the bonding valency of the residue R) in an amount of 0.
Abstract: A fluorinated polyether is synthesized by (1) reacting perfluoroglutaryl chloride and 1,5-hexafluoropentane diol to provide a fluorinated polyester and (2) converting ester groups of the polyester to ether groups by SF.sub.4 reduction. The product obtained is a thermally stable polyether which is particularly useful in providing an elastomeric material for aircraft fuel tank sealants, tire valves, O-rings, hose, gaskets, and the like.
Type:
Grant
Filed:
April 26, 1979
Date of Patent:
December 9, 1980
Assignee:
The United States of America as represented by the Secretary of the Air Force
Abstract: Fluoroorganic compounds are prepared by reacting a haloorganic starting material in which at least one halo atom is replaceable with a fluorine atom by metathetical exchange, with calcium fluoride in the presence of a crown ether and an anhydrous, polar, basic organic solvent which complexes with the calcium ion and contains no --OH groups, at a temperature and for a period of time adequate to effect fluorination.
Type:
Grant
Filed:
October 30, 1978
Date of Patent:
November 13, 1979
Assignee:
Allied Chemical Corporation
Inventors:
Francis E. Evans, Morris B. Berenbaum, Richard E. Eibeck, Martin A. Robinson
Abstract: A process for the manufacture of the anaesthetic compound CHF.sub.2 --O--CHF--CHF.sub.2 which comprises the reduction of a mono, di- or tri-chlorinated or brominated derivative of the above compound, or the replacement by fluorine of one or more hydrogen, chlorine or bromine atoms in a less-fluorinated derivative of the above compound.
Type:
Grant
Filed:
February 6, 1978
Date of Patent:
April 10, 1979
Assignee:
Imperial Chemical Industries Limited
Inventors:
William Bell, Keith Pearson, Richard W. Rendell