Abstract: Perfluoropropene (PFP) hydrofluorination process in gaseous phase to obtain CF3—CHF—CF3 (A-227ea), characterized in that as catalyst fluorinated alumina containing at least 90% by weight of AlF3, is used, the HF/PFP molar ratios range from about 4:1 to 20:1, the hydrofluorination process temperature being in the range 320°-420° C.
Abstract: The present invention relates to new &agr;,&bgr;-unsaturated ketones of formula I. The new compounds exhibit an intense, very long lasting green galbanum-type odor with fruity undertones. Compositions containing these novel compounds are also provided.
Type:
Grant
Filed:
May 10, 2000
Date of Patent:
February 6, 2001
Assignee:
Givaudan Roure (International) SA
Inventors:
Katja Berg-Schultz, Jerzy A. Bajgrowiecz
Abstract: A process is disclosed for forming adducts of the formula: RR1R2CCR1R2F or (FR1R2CCRR2CH2)2 where R is CH3, CH2F, or F(CF2)nCH2CH2 (where n is an integer from 1 to 10) each R1 is H, Cl, F or CF3 and each R2 is H, F or CF3. The process in reacting a saturated compound of the formula RF with an olefin of the formula R1R2C═CR1R2 in the liquid phase in the presence of antimony pentafluoride catalyst (provided that when (FR1R2CCR1R2CH2)2 is formed, the saturated compound is CH3CHF2 or CH2FCH2F and anhydrous HF is present).
Type:
Grant
Filed:
September 21, 1999
Date of Patent:
February 6, 2001
Assignee:
DISA
Inventors:
Gennadii G. Belen'Kill, Viacheslav A. Petrov, Paul R. Resnick
Abstract: A method for the oxychlorination of ethylene to produce 1,2-dichloroethane comprises reacting ethylene with a chlorine source and an oxygen source in a fixed-bed oxychlorination reactor in the presence of a catalyst, and is characterized in that a single reactor is used and ethylene is present in a large molar excess with respect to chlorine. The chlorine source is suitably HCl, the catalyst is suitably a cupric chloride catalyst, and the molar excess of ethylene is preferably between 200 and 700%.
Type:
Grant
Filed:
April 18, 1997
Date of Patent:
January 30, 2001
Assignee:
EVC Technology AG
Inventors:
Pierluigi Fatutto, Andrea Marsella, Dario Vio
Abstract: There is provided a process of effectively separating pentafluoroethane (HFC-125) from a mixture of HFC-125 and chloropentafluoroethane (CFC-115).
When the mixture of HFC-125 and CFC-115 is subjected to an extractive distillation to obtain a concentrated HFC-125, ethyleneglycol-based compounds (3) having a general formula:
R1O(CH2CH2O)nR2
wherein R1 and R2 may be the same or different and are each independently selected from the group consisting of hydrogen and an alkyl group having 1 to 4 carbon atoms, and n is an integer with a value from 1 to 3 is used as an extractant, whereby CFC-115 is obtained as a distillate product (4) and a mixture of HFC-125 and the extractant as a bottom product (5) is obtained. Then, the extractant is separated from HFC-125 by distilling the mixture and re-used in the extractive distillation.
Abstract: A dichlorotrifluoroethane or the like is fluorinated with hydrogen fluoride in the presence of a fluorination catalyst which is a compound oxide of at least one metal selected from the group consisting of zinc, zirconium and manganese, and chromium, to produce R-125 and related intermediate products.
Abstract: The invention relates to a method for producing 1,1,2,2,3,3,4-heptafluorocyclopentane. This method includes the step of reducing 1,1-dichlorooctafluorocyclopentane by hydrogen in the presence of a hydrogenation catalyst. This catalyst contains at least one first metal selected from metals of 8, 9, and 10 groups of periodic table, such as iron, cobalt, palladium, platinum, rhodium, ruthenium, iridium, and osmium. According to this method, it is possible to produce 1,1,2,2,3,3,4-heptafluorocyclopentane with high yield and high selectivity.
Type:
Grant
Filed:
November 30, 1999
Date of Patent:
December 26, 2000
Assignees:
Central Glass Company, Limited, Nippon Zeon Co., Ltd.
Abstract: The invention features a useful method for the synthesis of fluorinated derivatives. It is characterized in that it comprises at least one step in which a substrate comprising one sp.sup.3 hybridizing halogenophore carbon bearing at least two halogens, at least one of which is a halogen of an atomic number higher than that of fluorine, which halogenophore carbon is coupled to at least one weak hybridization atom bearing an unsaturation, is subjected to the action of one reagent comprising at least one defined compound selected among those constituted by the association of one Bronstedt base with a defined number n of hydrofluoric acid, n being at least 3 and at most 20, advantageously 15, preferably 10. This invention is useful in organic synthesis.
Abstract: Disclosed is a method of fluorinating a substrate having the general formula ##STR1## where each R is independently selected from halogen, alkyl from C.sub.1 to C.sub.12, aryl from C.sub.6 to C.sub.12, alkoxide from C.sub.1 to C.sub.12, aryloxide from C.sub.6 to C.sub.12, nitro, amino, alkylamino from C.sub.1 to C.sub.12, and arylamino from C.sub.6 to C.sub.12, each X is independently selected from halogen and at least one X is chlorine or bromine, each m is independently selected from 0 to 5, n is 0 or 1, p is 0 or 1, q is 0 or 1, and n+p+q is 1. The substrate is heated to a temperature of about 40 to about 100.degree. C. and is reacted with a fluorinating agent in the presence of about 0.05 to about 2 wt % molybdenum trioxide. The composition of the substrate, the catalyst, and the fluorinating agent is also disclosed.
Abstract: A process is provided for increasing the fluorine content of benzene or pyridine rings which are optionally substituted with from 1 to 3 inert substituents. The process involves (a) contacting the ring with a metal fluoride composition comprising cupric fluoride (CuF.sub.2) at a temperature above 250.degree. C. sufficient to transfer F from cupric fluoride to the optionally substituted ring, thereby chemically reducing the metal fluoride composition; (b) oxidizing the reduced metal fluoride composition from (a) in the presence of HF to regenerate a metal fluoride composition comprising cupric fluoride; and (c) employing regenerated metal fluoride composition of (b) in (a).
Abstract: A liquid phase process is provided for the preparation of 1233zd with reduced oligomer formation via the fluorination of 1230za with HF in the presence of a catalyst selected from TFA and triflic acid. The 1233zd is a known intermediate useful for preparing 245fa.
Type:
Grant
Filed:
December 15, 1999
Date of Patent:
December 26, 2000
Assignee:
ATOFINA Chemicals, Inc.
Inventors:
Bin Chen, Michael S. Bolmer, Maher Y. Elsheikh
Abstract: A process for evaporating 1, 2-dichloroethane (EDC) prior to its thermal decomposition (pyrolysis) is provided so that it facilitates the heating of the liquid-phase EDC at temperatures below 100.degree. C. to meet the inlet conditions for the pyrolysis zone, while dispensing with the need for an evaporation zone and exploiting sensible heat recovery at the same time. This is achieved in that the liquid-phase EDC is first pressurized to attain a value above its critical pressure (5.36 MPa) and then heated to attain at least its critical temperature (approx. 288.degree. C.).
Abstract: A liquid phase fluorination process for producing difluoromethane without corrosion is provided. In the process of this invention, methylene chloride and hydrogen fluoride are reacted in a reactor made of fluorinated polymer to produce a reaction product while a vaporized and superheated recycle stream of process reactants is fed into the reactor.
Type:
Grant
Filed:
September 17, 1999
Date of Patent:
December 26, 2000
Inventors:
Gustavo Cerri, Maurice William Hunt, David William Keeler, Frank Peter Young
Abstract: A method for producing a high purity of perfluoroethane from hydrofluoroethane (C.sub.2 F.sub.x H.sub.y 1.ltoreq.x, 1.ltoreq.y.ltoreq.5, x+y=6). Cobalt difluoride (CoF.sub.2) as a catalyst is activated into cobalt trifluoride (CoF.sub.3) as a result of the contact reaction with fluorine gas in a reactor. The reactor is purged by removing the fluorine gas remaining in the reactor. The remaining gas is allowed to react with sulfur to give sulfur hexafluoride (SF.sub.6) which is then removed. The hydrofluoroethane is converted into perfluoroethane as a result of the catalyst of the activated cobalt trifluoride at 300-350.degree. C. The feedstock is safer and less corrosive than triple bond-containing compounds such as acetylene. In the method of the present invention, the formation of CF.sub.4 is extremely restrained and no inert gases are employed, so that a very high purity of C.sub.2 F.sub.6 can be obtained at a high conversion rate.
Abstract: Monovinyl acetylene and/or butadiene are/is removed from impure vinyl chloride by contacting the impure vinyl chloride and substantially anhydrous hydrogen chloride with a catalyst system in which Lewis Acid is carried on an alumina substrate. The preferred Lewis Acid is ferric chloride.
Abstract: A process for the separation of mixtures containing halocarbons and hydrogen fluoride. Either water alone or a blend comprising water and hydrogen fluoride is added to a mixture comprising a halocarbon and hydrogen fluoride to thereby form a first phase rich in the halocarbon and a second phase rich in hydrogen fluoride and water. The most preferred halocarbon is 1,1,1,3,3-pentafluoropropane. Preferably, the first and second phases are then separated. Optionally, the second phase rich in hydroger fluoride and water is also separated.
Type:
Grant
Filed:
March 3, 1998
Date of Patent:
December 5, 2000
Assignee:
Honeywell International Inc.
Inventors:
Hang T. Pham, Rajiv R. Singh, Charles F. Swain, Michael Van Der Puy
Abstract: Disclosed is a method of making high purity 2,4- and 3,4-dichlorotoluene from parachlorotoluene that contains some metachlorotoluene. About 0.0001 to about 5 wt % of a Friedel-Crafts catalyst and about 0.5 to about 10 equivalents of a brominating agent are added to the parachlorotoluene. The metachlorotoluene is brominated, but most of the parachlorotoluene is not brominated. Without separating the brominated products from the unbrominated products, about 0.5 to about 1.5 equivalents of a chlorinating agent are added, whereby only the unbrominated products (i.e., the parachlorotoluene) are chlorinated. The resulting 2,4-dichlorotoluene and 3,4-dichlorotoluene can be separated by distillation.
Type:
Grant
Filed:
October 28, 1999
Date of Patent:
December 5, 2000
Assignee:
Occidental Chemical Corporation
Inventors:
Viesturs Lesins, Arthur H. Morth, Frank P. Bermel, David Y. Tang, Mark E. Lindrose, William L. Rueter, Dean R. Lagerwall, Pravin M. Khandare, Hang-Chang Bobby Chen, Mark F. Lechner
Abstract: Processes are disclosed for producing hydrohaloolefins having the formula CF.sub.2 .dbd.C(CH.sub.2 RF)CF.sub.3, the formula FRCF.dbd.C(CH.sub.2 RF)CF.sub.3 or the formula FRCF.dbd.C(CH.sub.2 RF)(CF.sub.2 RF) wherein each R is a difinctional group of the formula --C.sub.2 F.sub.2 XY-- where X and Y are attached to the same carbon, each X is H, Br, Cl or F and each Y is F or CF.sub.3. The processes involve reacting (CF.sub.3).sub.2 C.dbd.CH.sub.2 or certain olefinic adducts thereof with a second olefm of the formula CF.sub.2 .dbd.CXY in the liquid phase in the presence of a Lewis acid catalyst selected from the group consisting of antimony pentafluoride and aluminum chlorofluoride.Also disclosed is 1,1,2,2,-tetrafluoro-3,3-bistrifluoromethylcyclobutane and a process for its production which involves reacting (CF.sub.3).sub.2 C.dbd.CH.sub.2 with CF.sub.2 .dbd.CF.sub.
Abstract: Halohydrocarbons comprising at least 3 carbon atoms are obtained by reaction between a haloalkane and a haloolefin in the presence of an organonickel compound as catalyst, and optionally in the presence of a solvent. 1,1,1,3,3-Pentachlorobutane can thus be obtained in good yield under mild conditions.
Abstract: 1,1,1-Trichloroethane (viz., methylchloroform) and 1,1,2-trichloroethane are produced in the same reactor by feeding molecular chlorine and chloroethene (viz., vinyl chloride) as well as 1,1-dichloroethane to the reactor. The ratios at which the two trichloroethanes are produced can be easily controlled by controlling the relative ratios of 1,1-dichloroethane and chloroethene introduced to the reactor. The reactions are conducted in the liquid phase in the presence of free radical initiator.
Type:
Grant
Filed:
January 5, 1995
Date of Patent:
November 21, 2000
Assignee:
PPG Industries Ohio, Inc.
Inventors:
Tommy G. Taylor, J. Douglas Mansell, John P. Shamburger, Mark E. Woodyear