Fluorine Containing Patents (Class 568/842)
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Patent number: 4987236Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom, R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.Type: GrantFiled: November 17, 1989Date of Patent: January 22, 1991Assignee: Nissan Chemical Industries, Ltd.Inventor: Fumie Sato
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Patent number: 4983747Abstract: Disclosed is a process for the preparation of a perfluoroorganic compound, which comprises fluorinating a partially fluorinated or unfluorinated organic compound having carbon-to-fluorine bonds under mild conditions and then, contacting the resulting reaction mixture with a fluorine gas at a temperature of 110.degree. to 180.degree. C.Type: GrantFiled: March 15, 1990Date of Patent: January 8, 1991Assignee: Tokuyama Soda Kabushiki KaishaInventors: Masakatsu Nishimura, Naoya Okada, Yasuo Murata, Yasuhiko Hirai
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Patent number: 4982019Abstract: The invention relates to precursors useful for the preparation by CVD of superconducting thin films. The precursors are the volatile alkoxides of the formula M(OR).sub.2, wherein M is selected from the group consisting of Ba, Ca, and Sr, and R is selected from the group consisting of unsubstituted alkyl groups of 6 to 13 carbons and halogen substituted alkyl groups of 3 to 4 carbons wherein the halogen is selected from the group consisting of fluoride and chlorine and at least two of the halogen substitutions are fluorine. The secondary or tertiary alkyl groups are preferred and the tertiary alkyl groups are most preferred.Type: GrantFiled: July 31, 1989Date of Patent: January 1, 1991Assignee: The United States of America as represented by the Secretary of the NavyInventors: Andrew Purdy, Alan D. Berry
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Patent number: 4968848Abstract: A process for the preparation of perfluoroalkyl compounds which comprises reacting a perfluoroalkyl-trimethylsilane of the general formula (CH.sub.3).sub.3 Si-C.sub.n F.sub.2n+1 (I), wherein the group C.sub.n F.sub.2n+1 represents a perfluoroalkyl group having from 1 to 6 carbon atoms, with a carbonyl compound of the general formula F.sup.1 --CO--R.sup.2 (II), wherein R.sup.1 represents a hydrocarbon group or hydrogen and R.sup.2 represents a hydrocarbon group, a perfluoroalkyl group or a perfluoroaryl group, but wherein R.sup.1 and R.sup.2 together may also be part of an alicyclic ring system, in the presence of a salt-like fluoride--which is at least partially soluble in the reaction medium--as a catalyst to yield a silylether of the formula ##STR1## and isolating this compound or hydrolyzing it to yield an alcohol of the formula IV ##STR2## The invention also relates to pentafluoroethyl trimethylsilane (CH.sub.3).sub.3 Si--CF.sub.2 CF.sub.3 and a process for the preparation of this compound.Type: GrantFiled: February 21, 1989Date of Patent: November 6, 1990Assignee: Hoechst AktiengesellschaftInventors: Alfred Kruse, Gunter Siegemund, Axel Schumann
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Patent number: 4957986Abstract: Partially fluorinated polyesters are disclosed having increased biodegradability and water repellency. The incorporation of an ester group into the backbone of the partially fluorinated compound permits modification of the compound's physical properties.Type: GrantFiled: December 15, 1989Date of Patent: September 18, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Harry N. Cripps
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Patent number: 4950811Abstract: A process for the preparation of trifluoroethanol by hydrolysis, in the gas phase, of chlorotrifluoroethane. A gaseous mixture of 1-chloro-2,2,2-trifluoroethane and water is contacted with a solid catalyst and taken to a temperature greater than 350.degree. C. and preferably between 400.degree. and 500.degree. C. 2,2,2-Trifluoroethanol (TFE) is a trifluorinated alcohol possessing very good thermal stability, which makes it suitable for a certain number of applications, in particular in the synthesis of fluorinated anesthetics, in pharmacology in general, and as a solvent.Type: GrantFiled: August 3, 1989Date of Patent: August 21, 1990Assignee: Rhone Poulenc ChimieInventors: Claude Doussain, Michel Gubelmann, Philippe-Jean Tirel
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Patent number: 4917817Abstract: An optically active functional compound represented by the following formula (1) is disclosed: ##STR1## wherein R denotes an alkyl group having 1-14 carbon atoms; -X- denotes ##STR2## denotes a single bond, ##STR3## n=0, 1 or 2; and C* denotes an asymmetric carbon atom. The compound of the formula (1) may be produced through an optically active compound of the following formula (2) or (3): ##STR4## The compounds of the above formulas (1)-(3) are all characterized by a trifluoromethyl group providing a large spontaneous polarization attached to an asymmetric carbon atom.Type: GrantFiled: July 21, 1988Date of Patent: April 17, 1990Assignee: Canon Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Hideki Kanazawa, Tetsuya Abe, Yoko Yamada, Yuko Etoh
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Patent number: 4916252Abstract: A process for preparing an optically active alcohol is disclosed, which comprises asymmetrically hydrogenating a 1,3-diketone in the presence of a ruthenium-optically active phosphine complex as a catalyst. The resulting alcohol has high optical purity.Type: GrantFiled: June 16, 1988Date of Patent: April 10, 1990Assignee: Takasago International CorporationInventors: Noboru Sayo, Takao Saito, Hidenori Kumobayashi, Susumu Akutagawa, Ryoji Noyori, Hidemasa Takaya
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Patent number: 4906714Abstract: Partially fluorinated polyesters are disclosed having increased biodegradability and water repellancy. The incorporation of an ester group into the backbone of the partially fluorinated compound permits modification of the compound's physical properties.Type: GrantFiled: August 2, 1988Date of Patent: March 6, 1990Assignee: E. I. Du Pont De Nemours and CompanyInventor: Harry N. Cripps
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Patent number: 4902812Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom. R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.Type: GrantFiled: July 30, 1987Date of Patent: February 20, 1990Assignee: Nissan Chemical Industries, Ltd.Inventor: Fumie Sato
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Patent number: 4855460Abstract: A process for the preparation of perfluoroalkylated ketones and/or perfluoroalkylated alcohols, comprising the step of contacting a perfluoroalkyl iodide or perfluoroalkyl bromide with an acid anhydride, in the presence of a metal chosen from zinc and cadmium.Type: GrantFiled: July 11, 1988Date of Patent: August 8, 1989Assignee: Rhone-Poulenc ChimieInventors: Marc Tordeux, Claude Wakselman, Catherine Francese
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Patent number: 4827002Abstract: There are prepared compounds of general formula: ##STR1## wherein: R.sub.1 =H, or alkyl or acyl containing from 1 to 10 carbon atoms, R.sub.2, R.sub.3, like or unlike each other, may be H, or an alkyl containing from 1 to 10 carbon atoms and where R.sub.1 and R.sub.2 may form, together, an alkylene group containing from 2 to 10 carbon atoms, and optionally including up to 2 oxygen atoms in the chain, by means of addition reaction induced by radicalic starters of 1,2-dichlorodifluoroethylene to alcohols, ethers or esters of general formula: ##STR2## wherein: R.sub.1, R.sub.2, R.sub.3 are defined as above.Type: GrantFiled: May 31, 1985Date of Patent: May 2, 1989Assignee: Montefluos S.P.A.Inventors: Alberto Fontana, Silvana Modena, Giovanni Moggi
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Patent number: 4806694Abstract: Fluorine-containing polyols obtained by the free radical addition of a fluoro-olefin having the general formula: ##STR1## wherein Y represents F and Z represents Cl or F(CF.sub.2)n--wherein n is an integer from 0 to 10 or Y and Z together form a --(CF.sub.2)m-- chain wherein m represents an integer from 2 to 4 to a polyol wherein each hydroxyl group is directly attached to a group of the formula:--(CH.sub.2).sub.p O-- (2)wherein p is an integer of at least 4.Type: GrantFiled: September 10, 1987Date of Patent: February 21, 1989Assignee: Imperial Chemical Industries PLCInventors: Richard L. Powell, Brian Young
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Patent number: 4800234Abstract: The invention relates to the preparation of 1,1,2,2-tetrahydroperfluoroalkanols and their esters.A 2-(perfluoroalkyl)ethyl iodide is oxidized using peroxomonosulphuric acid or peroxodisulphuric acid in a carboxylic acid or carboxylic acid ester.Type: GrantFiled: December 4, 1987Date of Patent: January 24, 1989Assignee: Societe ATOCHEMInventors: Andre Lantz, Pascal Michaud
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Optically active compound, process for producing same and liquid crystal composition containing same
Patent number: 4798680Abstract: An optically active 2-fluoro-1-alkanol compound represented by the formula (Ia): ##STR1## wherein R is an alkyl group having 1-16 carbon atoms, and C* is an asymmetric carbon atom; and an optically active compound derived from the fluoroalkanol and represented by the formula (Ib): ##STR2## wherein R and C* are the same as above, m is 1 or 2, n is 0 or 1, and A is a releasable substituent. Because of the fluorine atom directly attached to an asymmetric carbon atom, these compounds are particularly effective in increasing a spontaneous polarization, improving a electric field responsive characteristic of a liquid crystal composition, and controlling the liquid crystal state.Type: GrantFiled: October 16, 1986Date of Patent: January 17, 1989Assignees: Canon Kabushiki Kaisha, Yamakawa Yakuhin Kogyo Kabushiki KaishaInventors: Hiroyuki Nohira, Masanao Kamei, Shinichi Nakamura, Kazuo Yoshinaga, Mariko Kai, Kazuharu Katagiri -
Patent number: 4761506Abstract: A process is disclosed for the preparation of perfluoroalkanols by reacting an ester of a perfluorinated acid in the liquid phase with hydrogen under a pressure of between about 1 and 300 bars in the presence of a catalyst based on at least one metal selected from nickel, cobalt, copper and the metals of the platinum group. The perfluoroalkanols are employed as synthesis intermediates in the pharmaceutical and plant-protection industries.Type: GrantFiled: March 24, 1987Date of Patent: August 2, 1988Assignee: Rhone-Poulenc Specialites ChimiquesInventors: Georges Cordier, Jean-Serge Ferlut
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Patent number: 4754082Abstract: In a novel process for the preparation of perfluoroalkylalkenols, perfluoroalkylhalohydrins are dehydrohalogenated using specific ionic bases, namely using an alkali metal carbonate, an alkali metal hydrogen carbonate or an alkylammonium hydrogen carbonate, in the presence of aprotic and polar solvents. Using this process, high yields of the intended perfluoroalkylalkenols are achieved and only very small amounts, if any at all, of undesired byproducts, such as partially fluorinated ether alcohols and/or partially fluorinated epoxides, are formed.Type: GrantFiled: July 2, 1987Date of Patent: June 28, 1988Assignee: Hoechst AktiengesellschaftInventors: Klaus Raab, Johanna Poschl
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Patent number: 4751245Abstract: N-(6,6-dimethyl-2-hepten-4-ynyl)-1-naphthalenemethanamine derivatives are provided having the general formula ##STR1## wherein R.sub.1 is methoxy, iminomethyl or 1-iminoethyl and R.sub.2 and R.sub.3 are each hydrogen; or R.sub.1 is methyl and one of R.sub.2 and R.sub.3 is hydrogen and the other is halogen.The above compounds as well as acid-addition salts thereof are useful as antifungal agents.Type: GrantFiled: June 25, 1986Date of Patent: June 14, 1988Assignee: E. R. Squibb & Sons, Inc.Inventors: Gregory S. Bisacchi, Robert Zahler
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Patent number: 4748282Abstract: A process for preparing mono- and di-hydroxyfluoroalkanes which comprises reacting in a homogeneous phase the corresponding iodo-fluoroalkanes with water in an organic solvent, completely miscible with water or in which water is soluble for at least 1.7% by weight at 20.degree. C., and in the presence of catalysts comprising one or more transition metal ions, at temperatures ranging from 120.degree. to 280.degree. C.Type: GrantFiled: May 28, 1987Date of Patent: May 31, 1988Assignee: Ausimont S.p.A.Inventors: Gianangelo Bargigia, Claudio Tonelli, Vito Tortelli
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Patent number: 4734516Abstract: The reaction of a zinc compound compound of formula IIICF.sub.3 CCl.sub.2 ZnCl.yL (III)wherein y is 1 or 2 and L is a solvent ligand selected from the group consisting of the N-disubstituted acid amides, N-substituted lactams and organic sulfoxides, with an aldehyde of formula IIR--CHO (II)wherein R is an aliphatic or aromatic hydrocarbon radical or an aliphatic or aromatic heterocyclic radical, gives 1-propanols of formula I ##STR1## in high yields.Type: GrantFiled: March 19, 1986Date of Patent: March 29, 1988Assignee: Ciba-Geigy CorporationInventor: Robert W. Lang
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Patent number: 4694112Abstract: A catalytic process for producing 2,2,2-trifluoroethanol by gas phase hydrogenation of 2,2,2-trifluoroethyl trifluoroacetate using oxide catalysts formed of copper and zinc and containing 0 to 10 percent chromium oxide.Type: GrantFiled: March 10, 1986Date of Patent: September 15, 1987Assignee: Kali-Chemie AktiengesellschaftInventors: Heinrich Willenberg, Wilhelm Pohlmeyer, Werner Rudolph
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Patent number: 4673517Abstract: A heat pump medium comprising 2,2,3,3,3-pentafluoropropanol either alone or in admixture with water.Type: GrantFiled: December 2, 1985Date of Patent: June 16, 1987Assignee: Daikin Kogyo Co., Ltd.Inventors: Naonori Enjo, Masahiro Noguchi, Satoshi Ide
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Patent number: 4658070Abstract: The process for synthesizing 2,2,2-trifluoroethanol by liquid phase catalytic hydrogenation of a compound of formula: ##STR1## in which R is a hydrogen atom or a linear or branched alkyl radical containing from 1 to 8 carbon atoms and optionally partially fluorinated, comprising carrying out the hydrogenation in the presence of a nickel catalyst and in the presence of an aliphatic tertiary amine as a cocatalyst.Type: GrantFiled: April 21, 1986Date of Patent: April 14, 1987Assignee: AtochemInventors: Bernard Cheminal, Henri Mathais
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Patent number: 4647706Abstract: A process for producing 2,2,2-trifluoroethanol or 1,1,1,3,3,3-hexafluoroisopropanol which comprises hydrogenating a fluoro compound having the formula ##STR1## wherein R.sub.1 is hydrogen or CF.sub.3 and R.sub.2 is hydrogen or a straight- or branched-chain alkyl group, which can also be fluoro-substituted, in the liquid phase in the presence of a palladium-on-activated-carbon catalyst, and if desired a tertiary amine co-catalyst.Type: GrantFiled: July 16, 1985Date of Patent: March 3, 1987Assignee: AtochemInventors: Bernard Cheminal, Henri Mathais, Marc Thomarat
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Patent number: 4642386Abstract: 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: GrantFiled: July 16, 1985Date of Patent: February 10, 1987Assignee: AtochemInventors: Bernard Cheminal, Henri Mathais, Marc Thomarat
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Patent number: 4618731Abstract: R.sub.f CH.sub.2 CH.sub.2 I and R.sub.f I present in sufficient quantities so as to cause discoloration of R.sub.f CH.sub.2 CH.sub.2 OH or products made from it are reacted with an excess of an aqueous alkali metal hydroxide and a C.sub.1 -C.sub.3 alcohol in a closed vessel at a temperature above 80.degree. C. until neither of said iodides can be detected in said final product. NaOH and isopropanol at 100.degree.-115.degree. C. are preferred.Type: GrantFiled: November 20, 1985Date of Patent: October 21, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventor: Leonard H. Beck
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Patent number: 4613681Abstract: This invention relates to a process for the preparation of a fluorinated compound of the general formulaR.sub.F C.sub.2 H.sub.4 ORcomprising reacting an iodide of the general formula R.sub.F C.sub.2 H.sub.4 I with a percarboxylic acid of the general formula R.sup.1 CO.sub.3 H at a temperature and for a time sufficient to form said fluorinated compound; in said formulae R.sub.F is a straight or branched chain perfluorinated radical containing 1 to 20 C atoms, R is a hydrogen atom or --COR.sup.1, and R.sup.1 is a hydrogen atom or an aliphatic or aromatic hydrocarbon radical.Type: GrantFiled: June 30, 1980Date of Patent: September 23, 1986Assignee: Produits Chimiques Ugine KuhlmannInventors: Louis Foulletier, Andre Lantz
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Patent number: 4600441Abstract: An air-drying, oil and dirt repellent alkyd paint is made by reacting a drying component, such as a drying oil, hydroxyl containing mixture of fluorine-free polyol and fluorinated aliphatic alcohol having a perfluoroalkyl group of from 4 to 12 carbon atoms, and a polycarboxylic acid, and then adding a suitable solvent, and a pigment component.Type: GrantFiled: March 21, 1985Date of Patent: July 15, 1986Assignee: Westinghouse Electric Corp.Inventors: Newton N. Goldberg, John S. Hudock
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Patent number: 4590309Abstract: A process for preparing perfluoroalkanols by hydrogenation of the corresponding aliphatic perfluoroacids. An acid of the formula:C.sub.n F.sub.2n+1 COOHin which n is greater than or equal to 1, is reacted with hydrogen, in the presence of a catalyst based on ruthenium, rhodium, iridium or platinum, under a total pressure of between 1 and 50 bar and in the presence of at least one additive chosen from the group comprising the halide anions and the metal cations of columns IB, IIB, IVA, VA and VB of the periodic table of the elements.Type: GrantFiled: April 30, 1985Date of Patent: May 20, 1986Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Georges Cordier
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Patent number: 4590310Abstract: A continuous process is disclosed for preparing 2,2,2-trifluoroethanol from 2-halo-1,1,1-trifluoroethane, preferably 2-chloro-1,1,1-trifluoroethane. In the process, 2-halo-1,1,1-trifluoroethane, a carboxylic acid salt and an hydroxylated compound such as water are continuously provided to a reaction mixture in a reactor. The 2-halo-1,1,1-trifluoroethane, the carboxylic acid salt and the hydroxylated compound are reacted therein at a reaction pressure at or above the autogenously developed pressure and at a reaction temperature of from about 223.degree. C. to about the critical temperature of the hydroxylated compound. At least a portion of the reaction product mixture is continuously withdrawn from the reactor and unreacted 2-halo-1,1,1-trifluoroethane is separated therefrom. The separated unreacted 2-halo-1,1,1-trifluoroethane is recycled as part of the 2-halo-1,1,1-trifluoroethane provided to the reaction mixture. The 2,2,2-trifluoroethanol is recovered from the reaction product mixture.Type: GrantFiled: August 2, 1984Date of Patent: May 20, 1986Assignee: The BOC Group, Inc.Inventors: Palmer W. Townsend, Chialang Huang, Gerald G. Vernice
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Patent number: 4568779Abstract: A process for making an alkali metal alkoxide (e.g. sodium alkoxide) of a halogen-substituted alcohol (e.g. fluorine-substituted alcohols) by dispersing an alkali metal (e.g. sodium) in a cycloalkane (e.g. cyclohexane) and adding the resultant dispersion to an ether (e.g. THF) solution of a halogen-substituted alcohol. The resultant alkali metal haloalkoxide solution can be reacted with a phosphonitrilic chloride polymer to introduce haloalkoxide substituents.Type: GrantFiled: April 18, 1984Date of Patent: February 4, 1986Assignee: Ethyl CorporationInventors: Gerald M. Sulzer, R. Woodrow Wilson, Jr.
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Patent number: 4564716Abstract: 1,1,1,3,3,3-hexafluoropropane-2-ol is prepared easily and efficiently by gas-liquid reaction between hydrogen gas and a hexafluoroacetone hydrate such as trihydrate, which is liquid at room temperature, using a suitable catalyst such as active carbon-palladium catalyst. Preferably the gauge pressure of hydrogen gas is 2-10 kg/cm.sup.2, and the hydrogenolysis reaction temperature is 70.degree.-100.degree. C. The life of the catalyst can be prolonged by the addition of a small quantity of sodium hydroxide. The addition of a small quantity of aluminum hydroxide is effective in suppressing the formation of fluorine ions in the reaction liquid.Type: GrantFiled: September 27, 1984Date of Patent: January 14, 1986Assignee: Central Glass Company, LimitedInventors: Yutaka Katsuhara, Toshihiro Nakamichi, Toshikazu Kawai, Toru Nakazora
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Patent number: 4560697Abstract: Compounds of the formula ##STR1## or a pharmaceutically or agriculturally acceptable acid addition salt thereof wherein R is (C.sub.1 -C.sub.5) perfluoroalkyl and R.sup.1 is H or CH.sub.3, method for their use in combatting fungal infections in plants, seeds and animals, including humans; and as antileishmanial agents, and pharmaceutical and agricultural compositions containing them.Type: GrantFiled: January 16, 1984Date of Patent: December 24, 1985Assignee: Pfizer Inc.Inventors: Kenneth Richardson, Peter J. Whittle
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Patent number: 4544772Abstract: Crude hexafluoroacetone (HFA) hydrate containing chlorofluoroacetone(s) hydrate(s) as impurity is purified by adding an alkali metal hydroxide and maintaining at an elevated temperature, preferably at 100.degree.-110.degree. C., to thereby cause decomposition reaction of every chlorofluoroacetone hydrate with the alkali metal hydroxide, followed by neutralization of an excess portion of the alkali metal hydroxide. Alkali metal hydroxides, which readily react with anhydrous HFA, react preferentially with chlorofluoroacetone hydrates but hardly react with coexisting HFA hydrate.Type: GrantFiled: April 27, 1984Date of Patent: October 1, 1985Assignee: Central Glass Company, LimitedInventors: Mithio Sawai, Yoshihiro Tasaka, Toshikazu Kawai, Yutaka Katsuhara
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Patent number: 4542245Abstract: 2,2,2-Trifluoroethanol is obtained by catalytic oxidation of 1,1-difluoroethylene.The 2,2,2-trifluoroethanol thus obtained is used as a solvent or as a synthesis intermediate.Type: GrantFiled: January 30, 1984Date of Patent: September 17, 1985Assignee: SOLVAY & Cie (Societe Anonyme)Inventors: Andre Lecloux, Franz Legrand
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Patent number: 4540835Abstract: A process of preparing 2-trifluoromethylpropanol by vapor phase contact reaction between 2-trifluoromethylpropanal trimer and hydrogen in the presence of a catalyst of which the principal component is reduced nickel. The hydrogenation reaction can easily be completed at about 30.degree.-150.degree. C. and at the atmospheric pressure. The starting material is hydrogenated nearly theoretically and with very high selectivity factor for 2-trifluoromethylpropanol.Type: GrantFiled: May 17, 1984Date of Patent: September 10, 1985Assignees: Central Glass Company Limited, Sagami Chemical Research CenterInventors: Toshikazu Kawai, Akira Negishi, Iwao Ojima, Takamasa Fuchikami
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Patent number: 4533771Abstract: Process for the preparation of trifluoroethanol by the hydrogenation of trifluoroacetic acid in the liquid phase. The reaction is carried out in the presence of a catalyst based on ruthenium, rhodium, iridium or platinum, under a total pressure of between 5 and 50 bar, and with a ratio of the volume of the liquid phase used in the reactor to the total volume of the reactor of more than about 1/2. An absolute partial pressure of hydrogen of more than 1 bar is maintained during the reaction.Type: GrantFiled: April 5, 1984Date of Patent: August 6, 1985Assignee: Rhone-Poulenc Specialites ChimiquesInventor: Georges Cordier
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Patent number: 4489006Abstract: 2-Iodo-1,1,2,3,3-pentahydroperfluoroalkyl borates, their preparation from perfluoroalkyl iodides and triallyl borate in the presence of a free radical initiator, and preparation of perfluoroalkylpropylene iodohydrins by hydrolysis of the borates.Type: GrantFiled: April 12, 1984Date of Patent: December 18, 1984Assignee: E. I. Du Pont de Nemours and CompanyInventor: Stanley E. Krahler
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Patent number: 4489211Abstract: A process for producing 2,2,2-trifluoroethanol, which is used for modifying inorganic high polymers such as phosphazene polymers being thermo-resistant, inflammable and oil-resistant, by employing .gamma.-butyrolactone as a reaction solvent.Type: GrantFiled: February 1, 1983Date of Patent: December 18, 1984Assignees: Onoda Cement Co., Ltd., Toyo Soda Manufacturing Co., Ltd.Inventors: Eiji Ogura, Kunihiro Mito, Shoji Arai
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Patent number: 4483862Abstract: Compounds of the formula ##STR1## or a pharmaceutically or agriculturally acceptable acid addition salt thereof wherein m and n are independently 0, 1, 2, 3 or 4; method for their use in combatting fungal infections in plants, seeds and animals, including humans; and pharmaceutical and agricultural compositions containing said compounds or salts.Type: GrantFiled: January 16, 1984Date of Patent: November 20, 1984Assignee: Pfizer Inc.Inventors: Kenneth Richardson, Peter J. Whittle
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Patent number: 4478760Abstract: The process for making a fluorinated product comprising reacting a perfluoroalkyl iodide and an olefin in the presence of a finely divided zinc and an acidic solvent.Type: GrantFiled: March 30, 1981Date of Patent: October 23, 1984Assignee: Produits Chimiques Ugine KuhlmannInventors: Hubert Blancou, Auguste Commeyras, Robert Teissedre
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Patent number: 4467124Abstract: 1,1,1,3,3,3-hexafluoropropane-2-ol is obtained with high yield and high selectivity by vapor phase hydrogenolysis of a hydrate of hexafluoroacetone by using either a nickel catalyst or a palladium catalyst, or both. Hydrates of hexafluoroacetone are convenient to handling and storage because of being liquid or solid at room temperature and, moreover, can be refined to extremely high purity so that the catalyst exhibits long service life without suffering from poisoning. The hydrogenolysis reaction takes place at relatively low temperatures such as 40.degree.-200.degree. C. at atmospheric pressure.Type: GrantFiled: May 16, 1983Date of Patent: August 21, 1984Assignee: Central Glass Company LimitedInventors: Toshikazu Kawai, Akira Negishi
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Patent number: 4455247Abstract: A composition for use in an absorption refrigeration system which comprises at least one refrigerant of a fluorinated alcohol having 2 to 10 carbon atoms, being a liquid at ordinary room temperature, and being vaporizable under normal atmospheric or reduced pressure when heated, and at least one absorbent having a higher boiling point at normal atmospheric pressure than the refrigerant and being capable of absorbing the refrigerant, and an absorption refrigeration system wherein said composition is used.Type: GrantFiled: October 9, 1981Date of Patent: June 19, 1984Assignee: Sanyo Electric Co., Ltd.Inventors: Toshio Nakayama, Takeshi Kanai
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Patent number: 4455441Abstract: Alpha - fluoro - omega - hydroxy straight chain hydrocarbons are utilized to form attractant termiticidal compositions which are safe and economical for the combatting of termites and related pests.Type: GrantFiled: September 24, 1982Date of Patent: June 19, 1984Assignee: Research Foundation of State University of New YorkInventor: Glenn D. Prestwich
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Patent number: 4452852Abstract: Process for preparing R.sub.F CH.sub.2 CH.sub.2 OH alcohols from R.sub.F CH.sub.2 CH.sub.2 I by reaction with a Zn/Cu metallic couple in the presence of a dissociation solvent having a water content of about 0.25 molar or less, oxidizing the resulting organometallic intermediate, and hydrolyzing the resulting product to form the corresponding perfluorinated alcohol. The perfluorinated alcohols are well known and are useful as intermediates for the production of valuable surface active agents as well as other useful materials.Type: GrantFiled: January 28, 1983Date of Patent: June 5, 1984Inventors: Hubert Blancou, Sylvie Benefice, Auguste Commeyras
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Patent number: 4434297Abstract: A process for the preparation of 2,2,2-trifluoroethanol which comprises reacting 2-chloro-1,1,1-trifluoroethane with an alkali metal salt of a carboxylic acid in a substantially anhydrous aprotic solvent thereby to form the carboxylic acid ester of 2,2,2-trifluoroethanol and an alkali metal chloride, reacting the ester with the hydroxide or a basic salt of the alkali metal in water thereby to form 2,2,2-trifluoroethanol and the alkali metal salt of the carboxylic acid, separating the 2,2,2-trifluoroethanol, and recycling the alkali metal salt of the carboxylic acid for further reaction. Advantageously the alkali metal salt is potassium acetate, the aprotic solvent is N-methyl-2-pyrrolidone and the reaction in the N-methyl-2-pyrrolidone is effected at about 150.degree. to 180.degree. C.Type: GrantFiled: August 30, 1982Date of Patent: February 28, 1984Assignee: Halocarbon Products CorporationInventor: Gary W. Astrologes
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Patent number: 4431852Abstract: Compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, are hydrogen or alkyl; X, Y and Z are each independently hydrogen, chlorine or fluorine and A is chlorine or bromine, are prepared by reacting a tertiary alcohol of general formula: ##STR2## or a substituted alkene of general formula: ##STR3## with chlorine, bromine, hypochlorous acid or hypobromous acid in water at a pH not exceeding 7 and at a temperature from 10.degree. to 150.degree. C.The compounds are useful intermediates for fungicides.Type: GrantFiled: April 22, 1982Date of Patent: February 14, 1984Assignee: Imperial Chemical Industries LimitedInventors: James A. Falconer, Raymond V. H. Jones, Ian G. C. Fleming
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Patent number: 4396784Abstract: A fluoroacid is continuously hydrogenated to a corresponding alcohol by contact with a catalyst comprising at least one of rhenium and a hydrogen reducible rhenium compound supported on a fluorided alumina catalyst support. In one embodiment perfluorobutyric acid is catalytically reduced to 2,2,3,3,4,4,4-heptafluoro n-butanol employing a fluorided activated alumina impregnated with perrhenic acid.Type: GrantFiled: March 4, 1982Date of Patent: August 2, 1983Assignee: Phillips Petroleum CompanyInventors: Marvin M. Johnson, Gerhard P. Nowack, Paul S. Hudson, Benedict H. Ashe, Jr., deceased
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Patent number: 4387254Abstract: The process for the preparation of iodoalcohols having a perfluoroalkyl chain by the reaction of iodoperfluoroalkanes with unsaturated alcohols, in which the reaction is carried out in the presence of a catalyst pair selected from mercurous iodide/mercuric iodide, mercurous acetate/mercuric iodide, or manganous acetylacetonate/manganic acetylacetonate.Type: GrantFiled: June 29, 1981Date of Patent: June 7, 1983Assignee: Produits Chimiques Ugine KuhlmannInventors: Auguste Commeyras, Rene Sagnes, Claudine Guery
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Patent number: 4382891Abstract: Fluoroalkoxysulfur fluorides of the formula ##STR1## wherein R is H, CH.sub.3, CF.sub.3, or C.sub.2 F.sub.5, and n is 1 or 2, used as fluorinating agents to replace OH groups in organic molecules with F and halocarbon solutions of lithium fluoroalkoxides.Type: GrantFiled: October 5, 1981Date of Patent: May 10, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: William J. Middleton