Processes For Forming The Carbonyl To Fluoride Bond Patents (Class 562/852)
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Patent number: 9099605Abstract: The fabrication and characterization of large scale inverted organic solar array fabricated using all-spray process is disclosed, consisting of four layers; ITO-Cs2CO3-(P3HT:PCBM)-modified PEDPT:PSS, on a substrate. With PEDPT:PSS as the anode, the encapsulated solar array shows more than 30% transmission in the visible to near IR range. Optimization by thermal annealing was performed based on single-cell or multiple-cell arrays. Solar illumination has been demonstrated to improve solar array efficiency up to 250% with device efficiency of 1.80% under AM1.5 irradiance. The performance enhancement under illumination occurs only with sprayed devices, indicating device enhancement under sunlight, which is beneficial for solar energy applications.Type: GrantFiled: May 31, 2013Date of Patent: August 4, 2015Assignee: University of South FloridaInventors: Xiaomei Jane Jiang, Jason Erik Lewis
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Publication number: 20140336403Abstract: A process for the preparation of a compound of formula (I): which is useful as an intermediate in the preparation of pharmaceutically active compounds.Type: ApplicationFiled: July 25, 2014Publication date: November 13, 2014Inventors: Gerard John Harnett, John Hayes, Reinhard Reents, Dennis A. Smith, Andrew Walsh
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Publication number: 20140312276Abstract: This invention relates to liquid crystal compound of formula I containing a difluoromethyleneoxy linking group that hydrogen substituted by deuterium and therefore being very suitable for formulating a liquid crystal mixture. A liquid crystal mixture containing such type of liquid crystal compounds can be applied in various display devices.Type: ApplicationFiled: July 3, 2014Publication date: October 23, 2014Inventors: Wen Hai LU, Ze Feng HOU, Xing ZHANG, Guo Liang YUN, Rui Mao HUA, Jin WANG, Ya Jie DUAN
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Patent number: 8829236Abstract: The present invention relates to a method for preparing a halogenoacetyl fluoride and the derivatives thereof. The inventive method for preparing a halogenoacetyl fluoride acid is characterized in that said method includes: a step of preparing a halogenoacetyl halide by photo-oxidation of a halogenoethylene compound in conditions such that the transformation rate of the halogenoethylene compound into halogenoacetyl halide is no higher than 80%, producing a reaction mixture essentially including halogenoacetyl halide and the excess halogenoethylene compound; a step of partial fluorination of the mixture obtained by reacting the latter with hydrofluoric acid suitable for obtaining a mixture of halogenoacetyl fluoride and the excess halogenoethylene compound; a step of separating the halogenoacetyl fluoride and the excess halogenoethylene compound. The invention can be used, specifically, for preparing the trichloroacetyl fluoride used as an intermediate species in the production of trifluoroacetic acid.Type: GrantFiled: July 7, 2010Date of Patent: September 9, 2014Assignee: Rhodia OperationsInventors: Laurent Saint-Jalmes, Francois Metz
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Patent number: 8664438Abstract: An object of the invention is to provide efficient, simple and inexpensive processes for the production of carbonyl difluoride, which is an attractive and important compound as a semiconductor etching gas or a semiconductor cleaning gas. A process for producing carbonyl difluoride of the invention includes a step of reacting phosgene and hydrogen fluoride in a gas phase in the presence of a fluorination catalyst to produce carbonyl difluoride and hydrogen chloride, and a step of mixing a mixture containing the carbonyl difluoride and the hydrogen chloride with an organic solvent that is azeotropic with hydrogen chloride but zeotropic with carbonyl difluoride, and distilling the resultant mixture to separate the carbonyl difluoride.Type: GrantFiled: October 2, 2009Date of Patent: March 4, 2014Assignee: Showa Denko K.K.Inventors: Hiromoto Ohno, Toshio Ohi, Hidejiro Yokoo
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Publication number: 20130245289Abstract: A process for producing a perfluorinated functional compound comprises the steps of: A) converting an at least partially hydrogenated alcohol into an at least partially hydrogenated ester compound; and B) reacting said at least partially hydrogenated ester compound with fluorine in the presence of at least one (per)haloolefin comprising at least one carbon-carbon double bond and having at least one fluorine or chlorine atom on either one of the carbon atoms of said double bond, to obtain a perfluorinated ester compound.Type: ApplicationFiled: November 17, 2011Publication date: September 19, 2013Applicant: SOLVAY SPECIALTY POLYMERS ITALY S.P.A.Inventors: Vito Tortelli, Marco Galimberti
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Publication number: 20130197257Abstract: A process for the preparation of a compound of formula (I): which is useful as an intermediate in the preparation of pharmaceutically active compounds.Type: ApplicationFiled: March 14, 2013Publication date: August 1, 2013Applicant: Hoffmann-La Roche Inc.Inventor: Hoffmann-La Roche Inc.
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Patent number: 8299300Abstract: The invention relates to a method for preparing difluoroacetic acid and the salts thereof. The invention also relates to the preparation of difluoroacetyl fluoride used as an intermediate product in the preparation of difluoroacetic acid. The method for preparing difluoroacetic acid according to the invention is characterized in that the same comprises the step of preparing difluoroacetyl fluoride by reacting dichloroacetyl chloride with hydrofluoric acid in a gaseous phase and in the presence of a chromium-based catalyst, followed by the step of hydrolysing the difluoroacetyl fluoride thus obtained.Type: GrantFiled: March 9, 2009Date of Patent: October 30, 2012Assignee: Rhodia OperationsInventors: François Metz, Laurent Saint-Jalmes
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Patent number: 8232416Abstract: A method of manufacturing a compound represented by formula (2) is provided, the method including thermally decomposing a compound represented by formula (1) under a reduced pressure: wherein Rf1 and Rf2 each independently represents a fluorine atom or a perfluorinated monovalent substituent, Rf3 and Rf4 each independently represents a fluorine atom, a perfluorinated monovalent substituent or a perfluorinated divalent substituent, Rf3 and Rf4 may combine with each other to form a ring, each of Rf3 and Rf4 may combine with Rf5 to form a ring, and Rf5 represents a perfluorinated (n+1)-valent to (2n+2)-valent linkage group, provided that n represents an integer of 1 to 5.Type: GrantFiled: February 25, 2009Date of Patent: July 31, 2012Assignee: FUJIFILM CorporationInventors: Hiroki Sugiura, Masayuki Harada
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Publication number: 20120108801Abstract: The invention relates to disubstituted-aminodifluorosulfinium salts represented by the formula (I). Processes for preparing same and methods of use as deoxofluorinating reagent is also provided.Type: ApplicationFiled: June 18, 2010Publication date: May 3, 2012Applicant: OMEGACHEM INCInventors: Michel A. Couturier, Alexandre L'Heureux
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Publication number: 20110184209Abstract: An object of the invention is to provide efficient, simple and inexpensive processes for the production of carbonyl difluoride, which is an attractive and important compound as a semiconductor etching gas or a semiconductor cleaning gas. A process for producing carbonyl difluoride of the invention includes a step of reacting phosgene and hydrogen fluoride in a gas phase in the presence of a fluorination catalyst to produce carbonyl difluoride and hydrogen chloride, and a step of mixing a mixture containing the carbonyl difluoride and the hydrogen chloride with an organic solvent that is azeotropic with hydrogen chloride but zeotropic with carbonyl difluoride, and distilling the resultant mixture to separate the carbonyl difluoride.Type: ApplicationFiled: October 2, 2009Publication date: July 28, 2011Applicant: SHOWA DENKO K.K.Inventors: Hiromoto Ohno, Toshio Ohi, Hidejiro Yokoo
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Patent number: 7807858Abstract: It was found that a fluoro derivative can be produced by reacting a hydroxy derivative with sulfuryl fluoride (SO2F2) in the presence of an organic base or in the presence of an organic base and “a salt or complex comprising an organic base and hydrogen fluoride”. According to the present production process, it is not necessary to use perfluoroalkanesulfonyl fluoride, which is not preferable in industrial use, and it is possible to advantageously produce optically-active fluoro derivatives, which are important intermediates of medicines, agricultural chemicals and optical materials, specifically 4-fluoroproline derivatives, 2?-deoxy-2?-fluorouridine derivatives, optically-active ?-fluorocarboxylate derivatives, and the like, even in a large scale.Type: GrantFiled: March 17, 2006Date of Patent: October 5, 2010Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takashi Ootsuka, Manabu Yasumoto, Hideyuki Tsuruta, Kenjin Inomiya, Koji Ueda, Kaori Mogi
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Patent number: 7507866Abstract: The present invention relates to a process for preparing optically active hydroxy-, alkoxy-, amino-, alkyl-, aryl- or chlorine-substituted alcohols or hydroxy carboxylic acids having from 3 to 25 carbon atoms or their acid derivatives or cyclization products by hydrogenating the correspondingly substituted optically active mono- or dicarboxylic acids or their acid derivatives in the presence of a catalyst whose active component consists of rhenium or of rhenium and comprises at least one further element having an atomic number of from 22 to 83, with the provisos that a. the at least one further element having an atomic number of from 22 to 83 is not ruthenium and b.Type: GrantFiled: February 8, 2005Date of Patent: March 24, 2009Assignee: BASF AGInventors: Heiko Urtel, Markus Rösch, Andrea Haunert, Markus Schubert
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Patent number: 7425646Abstract: A compound represented by the formula AF(—COF)n, provided that AF and n have the following meanings. AF: a fluorinated adamantane residue which is an n-valent group having an n number of hydrogen atoms removed from adamantane (provided that when n is at least 2, the removed hydrogen atoms are hydrogen atoms bonded to different carbon atoms), wherein at least one of the remaining hydrogen atoms is substituted by a fluorine atom, and the remaining hydrogen atoms may be substituted by a C1-6 alkyl group or fluoroalkyl group, and n: an integer of from 1 to 4, provided the when n is 1, AF has at least one hydrogen atom.Type: GrantFiled: December 15, 2006Date of Patent: September 16, 2008Assignee: Asahi Glass Company, LimitedInventors: Kazuya Oharu, Takashi Okazoe, Eisuke Murotani, Kunio Watanabe, Masahiro Ito
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Patent number: 7375253Abstract: A process for the synthesis of (per)fluorinated mono-functional carbonyl compounds having the following formula (I): F-A-RF—B—C(O)X1??(I) wherein: X1=F, CF3; A, B equal to or different from each other, are independently (per)fluoroalkylene or (per)fluorooxyalkylene groups; RF is —ORf1O— wherein Rf1=perfluoroalkylene or —ORf2, wherein Rf2 is a perfluorooxyalkylene chain; said process comprising the following steps: A) obtainment of the formula (II) mono-hypofluorite: FO—CFX2-A-RF—B—C(O)X1??(II) by partial fluorination with elemental fluorine of the carbonyl groups of the formula (III) compound: X2(O)C-A-RF—B—C(O)X1??(III) in the presence of a formula MeFy catalyst, Me being an alkaline or alkaline-earth metal or Ag, y=1 or 2; B) thermal decomposition of the compound (II) to give the compounds according to the following scheme: FO—CFX2-A-RF—B—C(O)X1 (II) - - - ?F-A-RF—B—C(O)X1 (I)+(O)CFX2.Type: GrantFiled: January 9, 2004Date of Patent: May 20, 2008Assignee: Solvay Solexis S.p.A.Inventors: Giovanni Fontana, Walter Navarrini
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Patent number: 7371899Abstract: To provide a method for producing carbonyl fluoride by employing carbon monoxide and fluorine as starting materials, without such a problem as vigorous heat generation or a decrease in the reaction yield due to a side reaction.Type: GrantFiled: June 15, 2007Date of Patent: May 13, 2008Assignee: Asahi Glass Company, LimitedInventors: Yuuki Mitsui, Koichi Yanase
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Patent number: 7371898Abstract: A method for producing carbonyl fluoride by continuously supplying carbon monoxide and fluorine into a reaction chamber together with a diluent gas and letting them react with each other, where hydrogen fluoride or carbonyl fluoride is used as the diluent gas.Type: GrantFiled: June 9, 2006Date of Patent: May 13, 2008Assignee: Asahi Glass Company, LimitedInventor: Yuki Mitsui
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Patent number: 7083705Abstract: The invention provides a process for producing a fluorine-containing compound from an inexpensive material. Namely, Compound I such as RACH2OH is reacted with Compound II such as XCORB to form Compound III such as RACH2OCORB, followed by fluorination in a liquid phase to form Compound IV such as RAFCF2OCORBF, which is converted to Compound V such as RAFCOF and/or Compound VI such as RBFCOF. RA is an alkyl group or the like, RB is a perhalogenoalkyl group or the like, RAF and RBF are fluorinated RA and RB, and X is halogen.Type: GrantFiled: August 11, 2004Date of Patent: August 1, 2006Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Shin Tatematsu, Hidenobu Murofushi
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Patent number: 7071272Abstract: The present invention provides a method for preparing a compound of CF3CF2CF2OCF?CF2 by pyrolyzing a compound expressed by CF3CF2CF2OCF(CF3)COOCF2CF(CF3)OCF2CF2CF3 in a gas phase at a temperature of from 200° C. to 500° C.Type: GrantFiled: December 2, 2002Date of Patent: July 4, 2006Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Shin Tatematsu, Masakuni Sato, Hidenobu Murofushi, Koichi Yanase, Yasuhiro Suzuki
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Patent number: 6969776Abstract: The present invention provides a process whereby fluorinated ketones of various structures can be produced by short process steps and which is useful as an industrial production process.Type: GrantFiled: June 17, 2004Date of Patent: November 29, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu, Hirokazu Takagi
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Patent number: 6956138Abstract: The present invention provides a method for obtaining a compound useful as a raw material for various fluororesins in high yield by a short process by using a starting material which is inexpensive and readily available.Type: GrantFiled: April 28, 2004Date of Patent: October 18, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Shin Tatematsu, Masahiro Ito, Daisuke Shirakawa, Masao Iwaya, Hidekazu Okamoto
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Patent number: 6919480Abstract: The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.Type: GrantFiled: December 5, 2003Date of Patent: July 19, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu
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Patent number: 6803488Abstract: The present invention provides a process whereby fluorinated ketones of various structures can be produced by short process steps and which is useful as an industrial production process.Type: GrantFiled: February 26, 2003Date of Patent: October 12, 2004Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu, Hirokazu Takagi
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Publication number: 20040147780Abstract: A process for the synthesis of (per)fluorinated mono-functional carbonyl compounds having the following formula:Type: ApplicationFiled: January 9, 2004Publication date: July 29, 2004Applicant: SOLVAY SOLEXIS S.p.AInventors: Giovanni Fontana, Walter Navarrini
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Patent number: 6747174Abstract: The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.Type: GrantFiled: January 28, 2003Date of Patent: June 8, 2004Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu
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Patent number: 6723874Abstract: Acid fluorides, for example carboxylic acid fluorides and sulfuryl fluoride are produced by reacting the corresponding acid chlorides with hydrogen fluoride adducts of ammonium fluoride or amine hydrofluorides (which act as a catalyst or as a fluorination agent). Consumed HF adducts may be regenerated with HF.Type: GrantFiled: May 30, 2001Date of Patent: April 20, 2004Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Matthias Rieland, Francine Janssens, Kerstin Eichholz, Stefan Palsherm
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Publication number: 20030171616Abstract: A process for efficiently producing an acyl fluoride and a carboxylic acid salt while inhibiting side reactions.Type: ApplicationFiled: March 27, 2003Publication date: September 11, 2003Applicant: ASAHI GLASS COMPANY LIMITEDInventors: Kunio Watanabe, Takashi Okazoe, Masahiro Ito, Shin Tatematsu, Hiroki Kamiya, Eisuke Murotani
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Patent number: 6613929Abstract: A process for the preparation of fluoroformates of the formula wherein R1 is a saturated or unsaturated, substituted or unsubstituted and primary or secondary aliphatic, a saturated or unsaturated, substituted or unsubstituted secondary cycloaliphatic or a substituted or unsubstituted aromatic or heteroaromatic, and n is equal to 1, 2 or 3, comprising reacting a corresponding chloroformate of formula I with an alkali metal fluoride in ethylene carbonate at a temperature wherein the ethylene carbonate is liquid whereby it is possible to very rapidly obtain the fluoroformates with excellent yields and high purity.Type: GrantFiled: December 18, 2002Date of Patent: September 2, 2003Assignee: IsochemInventors: Alphonse Alarcon-Lorca, Thierry Malfroot, Jean-Pierre Senet
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Patent number: 6586626Abstract: The invention provides a process for producing a fluorine-containing compound from an inexpensive material. Namely, Compound I such as RACH2OH is reacted with Compound II such as XCORB to form Compound III such as RACH2OCORB, followed by fluorination in a liquid phase to form Compound IV such as RAFCF2OCORBF, which is converted to Compound V such as RAFCOF and/or Compound VI such as RBFCOF. RA is an alkyl group or the like, RB is a perhalogenoalkyl group or the like, RAF and RBF are fluorinated RA and RB, and X is halogen.Type: GrantFiled: September 24, 2001Date of Patent: July 1, 2003Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Shin Tatematsu, Hidenobu Murofushi
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Publication number: 20020147364Abstract: Active fluoride catalysts that are useful in producing electrophilic fluorination agents; especially useful in producing BDM from the reaction of fluorine with carbon dioxide and FTM from the reaction of fluorine with carbonyl fluoride. The fluoride catalyst comprises a mixture of two or more fluorides selected from a transition metal fluoride, an alkali metal fluoride and/or an alkaline earth metal fluoride. Alternately, the fluoride catalyst is one or more fluorides, such as alkali metal fluorides, alkaline earth metal fluorides, and/or transition metal fluorides, deposited on an inert support.Type: ApplicationFiled: February 15, 2001Publication date: October 10, 2002Inventors: Robert George Syvret, Philip Bruce Henderson, Donald Elson Fowler, Beth Ann Campion, Frederick Carl Wilhelm
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Patent number: 6420601Abstract: 3,5-Bis(trifluoromethyl)benzoyl chlorides optionally substituted with fluorine or chlorine are advantageously prepared by converting 3,5-dimethylbenzoic acids optionally substituted with fluorine or chlorine into the corresponding acid chlorides; completely free-radically chlorinating said chlorides in the side chains, giving 3,5-bis(trichloromethyl)benzoyl chlorides optionally substituted by fluorine or chlorine; fluorinating the latter with anhydrous hydrogen fluoride and/or antimony pentafluoride, giving 3,5-bis(trifluoromethyl)benzoyl fluorides optionally substituted with fluorine or chlorine; and then reacting the 3,5-bis(trifluoromethyl)benzoyl fluorides with silicon tetrachloride in the presence of a further Lewis acid. Some of the 3,5-bis(trihalogenomethyl) and 3,5-dimethylbenzoyl halides which arise as intermediates are novel compounds.Type: GrantFiled: January 25, 2001Date of Patent: July 16, 2002Assignee: Bayer AktiengesellschaftInventors: Albrecht Marhold, Jörn Stölting
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Patent number: 6166252Abstract: Process for preparing dichlorofluoroacetylfluoride (CFCl.sub.2 COF) comprising the following steps:a) fluorination with hydrofluoric acid (HF) of the trichloroacetyl halide in a fixed or fluidized tubular bed reactor, filled with fluorination catalysts and having a temperature profile between the inlet of the reactants and the outlet of the reaction products, in the range from 175.degree. C. to 275.degree. C.b) distillation of the reaction products with trichloroacetylfluoride recycle and recovery of a mixture formed by HF and CFCl.sub.2 COF;c) separation of the HF/CFCl.sub.2 COF mixture components by cooling at temperatures lower than -10.degree. C., and optionally the HF recycle.Type: GrantFiled: January 7, 1999Date of Patent: December 26, 2000Assignee: Ausimont S.p.A.Inventors: Piero Gavezotti, Julio A. Abusleme, Vito Tortelli
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Patent number: 6023002Abstract: Described is a reaction of a fluorinated alkoxide with an alkyl fluorovinylalkyl ether, the alkyl fluorovinylalkyl ether having alpha-beta carbon-carbon unsaturation relative to the ether oxygen, to produce a hydrofluoroether.Type: GrantFiled: January 26, 1998Date of Patent: February 8, 2000Assignee: 3M Innovative Properties CompanyInventors: Frederick E. Behr, Yuri Cheburkov
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Patent number: 5780672Abstract: A process for the preparation of compounds of the formula (1) in which R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, which includes reacting alcohols or carboxylic acids of the formula (2) in which R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, with a fluorinating agent of the formula (3) as defined in the specification.Type: GrantFiled: July 11, 1996Date of Patent: July 14, 1998Assignee: Hoechst AktiengesellschaftInventors: Sergej Pasenok, Wolfgang Appel
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Patent number: 5750779Abstract: A preparation process of acyl halide or sulfonyl halide which comprises reacting corresponding carboxylic acid or sulfonic acid with a haloiminium salt represented by the general formula (1): ##STR1## wherein R.sup.1 and R.sup.2 are same or different lower alkyl groups, X is a halogen atom, and n is an integer of 2 or 3.Type: GrantFiled: May 31, 1996Date of Patent: May 12, 1998Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Teruyuki Nagata, Hidetoshi Hayashi, Hideki Mizuta
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Patent number: 5712418Abstract: The present invention is directed to the process of preparing a peptide comprising reacting a first amino acid or peptide with an amino acid fluoride of the formula: ##STR1## or the acid fluoride salts thereof wherein BLK is an N-amino protecting groupAA is an amino acid residue andX is H or a protecting group useful,and the first amino and peptide have a free amino group and a blocked carboxy end.Type: GrantFiled: August 2, 1994Date of Patent: January 27, 1998Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, Ayman Ahmed El-Faham
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Patent number: 5672748Abstract: The invention relates to the preparation of trifluoroacetyl fluoride by reacting trichloroacetyl chloride with anhydrous hydrogen fluoride in the gaseous phase on a catalyst which is obtainable by reacting a water-soluble chromium (III) salt with magnesium hydroxide or magnesium oxide in the presence of water, converting the reaction mixture into a paste, drying the paste and treating it with hydrogen fluoride.Type: GrantFiled: June 29, 1995Date of Patent: September 30, 1997Assignee: SolvayInventors: Frank Ebmeyer, Tobias Metzenthin, Gunter Siegemund
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Patent number: 5648530Abstract: Carbonyl fluoride is produced by reacting fluorine-containing compound such as metal fluoride with CO in an excited state, such as produced by a plasma, to obtain a gaseous reaction mixture, which can then be quenched to obtain the COF.sub.2.Type: GrantFiled: December 18, 1995Date of Patent: July 15, 1997Inventor: James Lang Webster
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Patent number: 5633399Abstract: A process for the preparation of 2-chloro-4,5-difluorobenzoic acid and 2,4,5-trifluorobenzoic acid as well as synthetic intermediates useful in and prepared according thereto, comprising reacting a nitrobenzene having the formula ##STR1## wherein X is chloro or fluoro, with an appropriate carbanion to form a compound having the formula ##STR2## wherein one of Y and Z is chloro and the other is nitro, and R is a radical selected from the group consisting of --CCl.sub.3, --CH.sub.2 NO.sub.2, --CH(NO.sub.2)R.sup.1, --CH(CO.sub.2 R.sup.1).sub.2, --CH(C(O)R.sup.2).sub.2, --CH(CN)CO.sub.2 R.sup.1, --CH(CO.sub.2 R.sup.1)COR.sup.2 and --COR.sup.2 where R.sup.1 is alkyl or arylalkyl and R.sup.2 is alkyl, aryl or arylalkyl and, where appearing more than once in such a radical, R.sup.1 and R.sup.2 may be the same or different at each occurrence.Type: GrantFiled: June 5, 1995Date of Patent: May 27, 1997Assignee: Abbott LaboratoriesInventors: Xiu C. Wang, Panos Kalaritis, Michelle L. Chang
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Patent number: 5569782Abstract: A process for preparing polyfluorochloro- and perfluorocarbonyl chlorides, for example for preparing perfluoropropionyl chloride, chlorodifluoroacetyl chloride or trifluoroacetyl chloride, in which starting materials are employed which have a CHCl.sub.2 group which is converted to a C(O)Cl group by photochemical oxidation with oxygen in the presence of added elemental chlorine and under exposure to activating irradiation by light having a wavelength .lambda..gtoreq.290 nm. The procedure is preferably unpressurized. Outstanding conversions with high selectivity are achieved using doped Hg light sources.Type: GrantFiled: December 20, 1994Date of Patent: October 29, 1996Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Werner Rudolph, Kerstin Eichholz
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Patent number: 5466877Abstract: A process for converting perfluorinated carboxylic acid esters to perfluorinated acyl fluorides and/or perfluorinated ketones comprises the step of combining at least one perfluorinated carboxylic acid ester with at least one initiating reagent selected from the group consisting of gaseous, non-hydroxylic nucleophiles; liquid, non-hydroxylic nucleophiles; and mixtures of at least one non-hydroxylic nucleophile (gaseous, liquid, or solid) and at least one solvent which is inert to acylating agents. The process enables the dissociation of even high molecular weight, perfluorinated esters.Type: GrantFiled: March 15, 1994Date of Patent: November 14, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventor: George G. I. Moore
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Patent number: 5362909Abstract: 2,4,5-Trihalogenobenzene derivatives of the formula ##STR1## in which R is --COOH, --COCl, --COF, --CN, --CONH.sub.2, --CH.sub.2 OH, --CH.sub.2 Cl, --CHCl.sub.2, --CCl.sub.3 or --CHO,R.sup.1 is H, Cl or F, andR.sup.2 is Cl or F,it only being possible for R.sup.1 or R.sup.2 to be F, and processes for their preparation starting from benzonitriles reacted with potassium fluoride. The novel compounds are intermediates for antibacterials such as quinolone carboxylic acids.Type: GrantFiled: October 29, 1992Date of Patent: November 8, 1994Assignee: Bayer AktiengesellschaftInventors: Erich Klauke, Uwe Petersen, Klaus Grohe
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Patent number: 5241115Abstract: A method for the preparation of carbonyl difluoride which comprises contacting carbonyl chloride fluoride with an active carbon catalyst.Type: GrantFiled: March 10, 1989Date of Patent: August 31, 1993Assignee: Imperial Chemical Industries PLCInventors: David Ashton, Thomas A. Ryan
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Patent number: 5047584Abstract: A process for the preparation of pentahaloethoxy benzoyl halide compounds comprisingA) chlorinating p-cresyl trifluoroacetate to form p-.alpha., .alpha.-dichloro-.beta.-,.beta.-,.beta.-trifluoroethoxy benzotrichloride;B) converting the p-.alpha., .alpha.-dichloro-.beta.-,.beta.-,.beta.-trifluoroethoxy benzotrichloride to p-pentafluoroethoxy benzoyl fluoride.Type: GrantFiled: December 9, 1985Date of Patent: September 10, 1991Assignee: Occidental Chemical Corp.Inventors: James J. Maul, Byron R. Cotter
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Patent number: 4985556Abstract: Perfluorocarboxylic acid fluorides represented by the formula A-B, wherein A is either ##STR1## and B stands for a perfluoro-di-substituted amino group, and perfluoro(dialkylaminopropenes) represented by the formula A"-B", wherein A" stands for ##STR2## and B" has the same meaning as B defined above, are novel compounds. Methods for the production of these novel compounds are also disclosed.Type: GrantFiled: September 9, 1988Date of Patent: January 15, 1991Assignees: Agency of Industrial Science & Technology, Ministry of International Trade & IndustryInventors: Takashi Abe, Eiji Hayashi
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Patent number: 4973740Abstract: A process for producing a tricyclodecanecarboxylic acid ester by reacting dihydrodicyclopentadiene with CO and an alcohol in the presence of anhydrous HF is disclosed. The reaction is performed in a solvent at a temperature of from -20.degree. to 60.degree. C. under a CO partial pressure of from 5 to 50 atm. The alcohol is used in an amount of 0.7 to 5 moles per mole of the dihydrodicyclopentadiene. The anhydrous HF is used in an amount of at least 5 moles per mole of the dihydrodicyclopentadiene. The product tricyclodecanecarboxylic acid ester is useful as a flavor.Type: GrantFiled: September 28, 1989Date of Patent: November 27, 1990Assignees: Mitsubishi Gas Chemical Co., Inc., Kao CorporationInventors: Masami Ishihara, Takeshi Morokuma