Halogen Containing Patents (Class 568/604)
  • Patent number: 8865947
    Abstract: The present invention is directed to a process for preparation of fluorinated alcohols of Formula (I) RfCH2CH2OH??(I) by contacting a fluorinated iodide with an alkyl vinyl ether in the presence of an initiator and a base to generate an intermediate hemi-acetal or aldehyde or a mixture thereof, followed by hydrogenation of the hemi-acetal of Formula (II) RfCH2CH(OCxH2x+1)m(OH)p??(II) or aldehyde of Formula (III) RfCH2CHO??(III) or a mixture thereof, to yield a compound of Formula (I).
    Type: Grant
    Filed: December 6, 2012
    Date of Patent: October 21, 2014
    Assignee: E I du Pont de Nemours and Company
    Inventors: Kenneth Gene Moloy, Sheng Peng
  • Patent number: 7754927
    Abstract: There is provided a process for producing 3,3,3-trifluoropropionyl chloride, which is characterized in that 3,3,3-trifluoropropionaldehyde is chlorinated by a chlorinating agent selected from the group consisting of chlorine (Cl2), sulfuryl chloride (SO2Cl2) and organic N-chloro compounds.
    Type: Grant
    Filed: March 29, 2007
    Date of Patent: July 13, 2010
    Assignee: Central Glass Company, Limited
    Inventors: Takeo Komata, Kenji Hosoi, Shinya Akiba
  • Patent number: 7605286
    Abstract: The present invention relates to a method of protecting a hydroxyl group, which includes reacting a hydroxyl group-containing compound with a compound represented by the formula (I): wherein R is a phenyl group optionally having substituent(s), an alkyl group optionally having substituent(s) or a benzyl group optionally having substituent(s), and X is a halogen atom, in the presence of an acid catalyst to substitute the hydrogen atom of the hydroxyl group of the hydroxyl group-containing compound with a protecting group represented by the formula (II): wherein R is as defined above. The present invention provides a method capable of introducing an acetal type protecting group into a hydroxyl group under mild conditions, and a protecting reagent therefor and a method of producing the protecting reagent.
    Type: Grant
    Filed: June 23, 2004
    Date of Patent: October 20, 2009
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tetsuya Ikemoto, Yosuke Watanabe
  • Patent number: 7232639
    Abstract: As a polymer exhibiting improved transparency which is suitable for a resist resin used in a chemical-amplification-type resist being applicable for photolithography using exposure light at 180 nm or shorter, this invention provides a polymer comprising a repeating unit resulting from polymerization of a monomer exhibiting a polymerization activity, wherein the monomer has a fluorine-containing acetal or ketal structure represented by general formula (1): wherein R represents an atomic group containing a carbon-carbon double bond exhibiting polymerization activity; at least one of R1 and R2 is fluorinated alkyl group or fluorinated aryl group having 1 to 20 carbon atoms; and R3 represents a radical selected from the group consisting of hydrogen atom, alkyl group, alkoxy-substituted alkyl group, fluorinated alkyl group, aryl group, fluorinated aryl group, aralkyl group and fluorinated aralkyl group having 1 to 20 carbon atoms.
    Type: Grant
    Filed: February 25, 2003
    Date of Patent: June 19, 2007
    Assignee: NEC Corporation
    Inventors: Katsumi Maeda, Kaichiro Nakano
  • Patent number: 7148385
    Abstract: A perfluoropolyether and a composition comprising the perfluoropolyether are provided in which the perfluoropolyether comprises at least one bromine or iodine atom at the primary position of the perfluoropolyether. Also provided is a process for producing the composition in which the process comprises contacting a perfluoropolyether acid fluoride moiety with a metal bromide or metal iodide or a suitable polyether secondary iodide under a condition sufficient to effect the production of a perfluoropolyether comprising at least one bromine or iodine at the primary position.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: December 12, 2006
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Jon L. Howell, Erik W. Perez, Alfred Waterfeld, Chadron Mark Friesen, Joseph Stuart Thrasher, Ireneusz Nowak
  • Patent number: 6969776
    Abstract: 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: Grant
    Filed: June 17, 2004
    Date of Patent: November 29, 2005
    Assignee: Asahi Glass Company, Limited
    Inventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu, Hirokazu Takagi
  • Patent number: 6956138
    Abstract: 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: Grant
    Filed: April 28, 2004
    Date of Patent: October 18, 2005
    Assignee: Asahi Glass Company, Limited
    Inventors: Takashi Okazoe, Kunio Watanabe, Shin Tatematsu, Masahiro Ito, Daisuke Shirakawa, Masao Iwaya, Hidekazu Okamoto
  • Patent number: 6803488
    Abstract: 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: Grant
    Filed: February 26, 2003
    Date of Patent: October 12, 2004
    Assignee: Asahi Glass Company, Limited
    Inventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu, Hirokazu Takagi
  • Patent number: 6747176
    Abstract: 2-Chloro-1,1,1-trialkoxyethane of formula (II): wherein R1 to R3, which may be the same or different, are alkyl, or any two of the alkyl groups taken together form a cyclic group, is prepared by reacting 1,1,1-trialkoxyethane with gaseous or liquid chlorine in the presence of alcohol solvent in an amount ranging from 0.1% to 20 wt %, based on the amount of 1,1,1-trialkoxyethane reactant.
    Type: Grant
    Filed: June 10, 2003
    Date of Patent: June 8, 2004
    Assignee: Degussa AG
    Inventors: Guenther Koehler, Karl-Heinz Bruehl, Johannes Ruwwe, Manfred Neumann
  • Publication number: 20030229255
    Abstract: 2-Chloro-1,1,1-trialkoxyethane of formula (II): 1
    Type: Application
    Filed: June 10, 2003
    Publication date: December 11, 2003
    Applicant: Degussa Ag
    Inventors: Guenther Koehler, Karl-Heinz Bruehl, Johannes Ruwwe, Manfred Neumann
  • Patent number: 6653511
    Abstract: A perfluoropolyether and a composition comprising the perfluoropolyether are provided in which the perfluoropolyether comprises at least one bromine or iodine atom at the primary position of the perfluoropolyether. Also provided is a process for producing the composition in which the process comprises contacting a perfluoropolyether acid fluoride moiety with a metal bromide or metal iodide or a suitable polyether secondary iodide under a condition sufficient to effect the production of a perfluoropolyether comprising at least one bromine or iodine at the primary position.
    Type: Grant
    Filed: September 9, 2002
    Date of Patent: November 25, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Jon L. Howell, Erik W. Perez, Alfred Waterfeld, Chadron Mark Friesen, Joseph Stuart Thrasher, Ireneusz Nowak
  • Publication number: 20030199715
    Abstract: The subject invention relates to a process for the trifluoromethylation of sulfates, including cyclic and acyclic sulfates. The subject invention further pertains to the compounds produced by the trifluoromethylation of sulfates.
    Type: Application
    Filed: March 13, 2003
    Publication date: October 23, 2003
    Inventors: William R. Dolbier, Naoto Takechi
  • Patent number: 6303831
    Abstract: A method for fluoromethylation of a halogenated alcohol. The method includes refluxing a halogenated alcohol with a dihalomethane under basic conditions in a first solvent to form a halomethyl ether and fluorinating the halomethyl ether in the presence of a fluorinating agent.
    Type: Grant
    Filed: June 1, 2000
    Date of Patent: October 16, 2001
    Assignee: Abbott Laboratories
    Inventors: Christopher Bieniarz, Kornepati V. Ramakrishna
  • Patent number: 6184374
    Abstract: This invention is in the field of the chemistry of targeting anticancer anthracycline derivatives. More particularly, it concerns doxorubicin (DOX) or its daunosamine modified derivatives (DM-DOX) linked covalently to analogs of peptide hormones such as LH-RH, bombesin and somatostatin. These covalent conjugates are targeted to various tumors bearing receptors for the peptide hormone analogs. The compounds of this invention are represented by General Formula Q14—O—R—P wherein Q has the general formula wherein: Q14 signifies a Q moiety with a side chain at the 14 position, R— is H or —C(O)—(CH2)n—C(O)— and n=0-7, R′ is NH2 or an aromatic, saturated or partially saturated 5 or 6 membered heterocyclic compounds having at least one ring nitrogen and optionally having a butadiene moiety bonded to adjacent carbon atoms of said ring to form a bicyclic system; P is H or a peptide moiety, suitably an LHRH, somatostatin or bombesin analogs.
    Type: Grant
    Filed: July 15, 1998
    Date of Patent: February 6, 2001
    Assignee: The Administrators of the Tulane Educational Fund
    Inventors: Andrew V. Schally, Attila A. Nagy, Ren-Zhi Cai
  • Patent number: 6156937
    Abstract: Fluoropolyethers having functional groups, consisting of randomly distributed sequences of perfluoropolyoxyalkylene units selected from: ##STR1## where X is F or CF.sub.3 T, T', T"=a perfluoroalkyl group containing from 1 to 3 carbon atoms and one or two atoms of Cl, Br or I;R, R'=halogen atoms;Y=a functional group;o, q=numbers, zero included, such that o+q=1-20;n=a number ranging from 1 to 15;m/n=a number ranging from 0.01 to 0.5;p=a number ranging from 1 to 20;s/p=a number ranging from 0.5 to 2; andz/o+p=a number ranging from 0.01 to 0.05.
    Type: Grant
    Filed: January 20, 1998
    Date of Patent: December 5, 2000
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Piero Gavezotti, Ezio Strepparola
  • Patent number: 6099937
    Abstract: Disclosed is a perfluoropolyether (PFPE) lubricant comprising less than about 10 percent PFPE molecules having a molecular weight lower than about 2000 Daltons, and wherein the average molecular weight of the lubricant is greater than about 5000 Daltons. Such a lubricant comprises less than about 15 percent PFPE molecules having a moleuclar weight greater than about 10,000 Daltons. Also disclosed is a thin film magnetic disc comprising a recording surface and a PFPE lubricant in contact with the recording surface. The recording surface of such a thin film magnetic disc can be adapted to magnetically record information via an air bearing read/write head. The recording surface can be smooth. The disc can further comprise a rough-surfaced landing zone inward of the recording surface, wherein the PFPE lubricant is in contact with the landing zone. Also disclosed is a method of lubricating a thin film magnetic disc.
    Type: Grant
    Filed: May 11, 1998
    Date of Patent: August 8, 2000
    Assignee: Seagate Technology, Inc.
    Inventors: Jing Gui, Bruno Jacques Marchon
  • Patent number: 6046367
    Abstract: Novel triphenylbis(fluoroalkoxy)phosphoranes and a process for their preparation are disclosed. Also disclosed is a process for making fluorinated ketals by reacting phosphoranes with fluorinated ketones.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: April 4, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Zhen-Yu Yang
  • Patent number: 5843903
    Abstract: This invention is in the field of the chemistry of targeting anticancer anthracycline derivatives. More particularly, it concerns doxorubicin (DOX) or its daunosamine modified derivatives (DM-DOX) linked covalently to analogs of peptide hormones such as LH-RH, bombesin and somatostatin. These covalent conjugates are targeted to various tumors bearing receptors for the peptide hormone analogs. The compounds of this invention are represented by General Formula Q.sup.14 --O--R--P wherein Q has the general formula ##STR1## wherein: Q.sup.14 signifies a Q moiety with a side chain at the 14 position, R-- is H or --C(O)--(CH.sub.2).sub.n --C(O)-- and n=0-7, R' is NH.sub.2 or an aromatic, saturated or partially saturated 5 or 6 membered heterocyclic compounds having at least one ring nitrogen and optionally having a butadiene moiety bonded to adjacent carbon atoms of said ring to form a bicyclic system; P is H or a peptide moiety, suitably an LHRH, somatostatin or bombesin analogs. Nevertheless where R' is NH.sub.
    Type: Grant
    Filed: November 27, 1995
    Date of Patent: December 1, 1998
    Assignee: The Administrators of the Tulane Educational Fund
    Inventors: Andrew V. Schally, Attila A. Nagy, Ren-Zhi Cai
  • Patent number: 5777174
    Abstract: Process for preparing perfluoropolyethers with bromo- or iodo- containing end groups, respectively, by subjecting a peroxidic perfluoropolyether to thermal treatment, in the absence of UV radiation, at temperatures from 120.degree. C. to 280.degree. C. in the presence of bromo- or iodo-containing compounds having, respectively, the following general formulas:T T' T" C Brwherein T, T', T" equal to or different from each other are selected from Br, F, H or R'.sub.f, wherein R'.sub.f is a perfluoroalkylic chain from 1 to 8 carbon atoms;R R' R" C Iwherein R, R', R", equal to or different from each other can be I (iodine), H, F, or R'.sub.f, wherein R'.sub.f has the meaning indicated above.
    Type: Grant
    Filed: April 21, 1997
    Date of Patent: July 7, 1998
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Pier Antonio Guarda
  • Patent number: 5719194
    Abstract: Use of perfluoropolyethers with non reactive terminals or compositions thereof for the prevention and/or the treatment of topical vital infections, in particular of Herpes Simplex I and II and of Herpes Zoster.
    Type: Grant
    Filed: June 7, 1996
    Date of Patent: February 17, 1998
    Assignee: Ausimont S.p.A.
    Inventors: Morris A. Mann, Giovanni Pantini
  • Patent number: 5714637
    Abstract: Fluoropolyethers having functional groups, consisting of randomly distributed sequences of perfluoropolyoxyalkylene units selected from: ##STR1## and included in one of the following formulas: ##STR2##T'--O--(CF.sub.2 CF.sub.2 O).sub.p (CF.sub.2 O).sub.s --CRR'--Y(II) ##STR3## where X is F or CF.sub.3 T, T', T"=a perfluoroalkyl group containing from 1 to 3 carbon atoms and one or two atoms of Cl, Br or I;R, R'=halogen atoms;Y=a functional group;o, q=numbers, zero included, such that o+q=1-20;n=a number ranging from 1 to 15;m/n=a number ranging from 0.01 to 0.5;p=a number ranging from 1 to 20;s/p=a number ranging from 0.5 to 2; andz/o+p=a number ranging from 0.01 to 0.05.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: February 3, 1998
    Assignee: Ausimont S.R.L.
    Inventors: Giuseppe Marchionni, Piero Gavezotti, Ezio Strepparola
  • Patent number: 5672767
    Abstract: A process for the preparation of a perfluoropolyether having a general formula: ##STR1## as defined hereinbefore, which process includes the direct fluorination with elemental fluorine of a polyether having a general formula: ##STR2## as defined hereinbefore, wherein the fluorination is carried out in the presence of a solvent which is an ether having at least one substituent R.sub.F, wherein R.sub.F is a fluorinated hydrocarbon group. The said solvent ether is preferably a fluorinated volatile ether. The said solvent ether preferably has at least two groups R.sub.F which may be the same or different groups. Each group R.sub.F preferably has from two to four carbon atoms and at least two fluorine atoms. The said solvent ether may be an alicyclic ether having from 3 to 5 carbon atoms in its alicyclic ring.
    Type: Grant
    Filed: July 5, 1996
    Date of Patent: September 30, 1997
    Assignee: BNFL Fluorochemicals Ltd.
    Inventors: Richard Dickinson Chambers, Andrew Keith Joel
  • Patent number: 5631406
    Abstract: Dichloroformals of the formula(RCH.sub.2 O).sub.2 CCl.sub.2wherein R is --C(NO.sub.2).sub.3, --CF(NO.sub.2).sub.2, --CF.sub.2 (NO.su), --CCl(NO.sub.2).sub.2, --C(NO.sub.2).sub.2 CH.sub.3, --CCl.sub.3, --CF.sub.3, or --CF.sub.2 CF.sub.3. These dichloroformals are prepared by reacting the corresponding thionocarbonate of the formula(RCH.sub.2 O).sub.2 C.dbd.S,wherein R is as defined above, with sulfuryl chloride in the presence of a Friedel-Craft catalyst (e.g., AlCl.sub.3 or TiCl.sub.4). Another method is to react the thionocarbonate with chlorine gas in the presence of a polar additive such as 2,2,2-trifluoroethanol or acetonitrile. These energetic dichloroformals are useful as explosive and propellant ingredients and as intermediates in the synthesis of other energetic explosive and propellant ingredients.
    Type: Grant
    Filed: March 30, 1981
    Date of Patent: May 20, 1997
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: William H. Gilligan
  • Patent number: 5571870
    Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: November 5, 1996
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5557012
    Abstract: This invention pertains to perfluoropolyethers and perhalogenated chlorofluoroether polymers that can be prepared by fluorinating polymers made by the polymerization of acetals, ketals, polyacetals, polyketals and orthoesters with elemental fluorine.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: September 17, 1996
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5543567
    Abstract: This invention pertains to perfluoropolyethers and perhalogenated chlorofluoroether polymers that can be prepared by fluorinating polymers made by the polymerization of acetals, ketals, polyacetals, polyketals and orthoesters with elemental fluorine.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: August 6, 1996
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5523496
    Abstract: Perfluoropolyethers and perhalogenated chlorofluoroether polymers are disclosed that can be prepared by fluorinating polymers made by the polymerization of acetals, ketals, polyacetals, polyketals and orthoesters with elemental fluorine.
    Type: Grant
    Filed: April 5, 1994
    Date of Patent: June 4, 1996
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5476918
    Abstract: 1) New fluorine-containing compounds having polyacetalic structure, of general formula:(I)[Rf.sub.m --CH.sub.2 O(CH.sub.2 O).sub.c --CH.sub.2 ].sub.nwhere:Rf=a perfluorooxyalkylene chain having Mn from 500 to 5,000;m=4-25;c=1-10;n=2-100.2) A process for preparing them, which comprises carrying out the polycondensation of diols having formula:(II) HORfOHwith formaldehyde, in mass or in the presence of solvents, in an acid medium. The compounds of formula (I) can be oligomeric compounds (polymerization degree x.sub.n from 2 to about 20) or polymeric compounds (x.sub.n from about 20 to about 100). They exhibit a high stability to heat and to chemical agents, and Tg values slightly different from the ones of the diols utilized for preparing them.
    Type: Grant
    Filed: May 5, 1993
    Date of Patent: December 19, 1995
    Assignee: Ausimont, S.p.A.
    Inventors: Ferdinando Danusso, Ezio Strepparola, Marinella Levi, Claudio Tonelli, Stefano Turri
  • Patent number: 5449837
    Abstract: A process is disclosed for producing a fluorinated ether of the formula R.sub.2 CHOCF.sub.2 A, where A is Cl or F, and each R is H, (CF.sub.2).sub.n Cl, (CF.sub.2).sub.n F or (CF.sub.2).sub.n H (n is an integer from 1 to 10) by reacting a first reactant of the formula R.sub.2 CHOY where Y is H, COF, COCl or COOCHR.sub.2 (R is as defined above), a second reactant selected of the formula CZ.sub.2 Cl.sub.2 or COZ.sub.2 where each Z is independently Cl or F (provided that when A is Cl, the second reactant is CZ.sub.2 Cl.sub.2), and HF; and recovering the fluorinated ether from the reaction products. Also disclosed are bis-ethers of the formula (CF.sub.3 (CF.sub.2).sub.m).sub.2 CHOCF.sub.2 OCH (CF.sub.2).sub.m CF.sub.3).sub.2, where m is an integer of 0 to 3, which can also be produced by the process.
    Type: Grant
    Filed: September 2, 1994
    Date of Patent: September 12, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Carl G. Krespan, V. N. Mallikarjuna Rao
  • Patent number: 5446206
    Abstract: This invention relates to perfluoropolyethers having neutral end groups by a process based on the photooxidation of C.sub.3 F.sub.6 and/or C.sub.2 F.sub.4, thereby obtaining controlled molecular weight products having perfluoroalkyl or perfluorochloroalkyl neutral end groups, with high yields of useful products.
    Type: Grant
    Filed: July 25, 1994
    Date of Patent: August 29, 1995
    Assignee: Ausimont S.r.l.
    Inventors: Giuseppe Marchionni, Anna Staccione
  • Patent number: 5446205
    Abstract: Fluoropolyethers having functional groups, consisting of randomly distributed sequences of perfluoropolyoxyalkylene units selected from: ##STR1## and included in one of the following formulas: ##STR2## where X is F or CF.sub.3 T, T', T"=a perfluoroalkyl group containing from 1 to 3 carbon atoms and one or two atoms of Cl, Br or I;R, R'=halogen atoms;Y=a functional group;o, q=numbers, zero included, such that o+q=1-20;n=a number ranging from 1 to 15;m/n=a number ranging from 0.01 to 0.5;p=a number ranging from 1 to 20;s/p=a number ranging from 0.5 to 2; andz/o+p=a number ranging from 0.01 to 0.05.
    Type: Grant
    Filed: February 24, 1994
    Date of Patent: August 29, 1995
    Assignee: Ausimont S.r.l.
    Inventors: Giuseppe Marchionni, Piero Gavezotti, Ezio Strepparola
  • Patent number: 5382704
    Abstract: A process is disclosed for producing a fluorinated ether of the formula R.sub.2 CHOCF.sub.2 A, where A is Cl or F, and each R is H, (CF.sub.2).sub.n Cl, (CF.sub.2).sub.n F or (CF.sub.2).sub.n H (n is an integer from 1 to 10) by reacting a first reactant of the formula R.sub.2 CHOY where Y is H, COF, COCl or COOCHR.sub.2 (R is as defined above), a second reactant selected of the formula CZ.sub.2 Cl.sub.2 or COZ.sub.2 where each Z is independently Cl or F (provided that when A is Cl, the second reactant is CZ.sub.2 Cl.sub.2), and HF; and recovering the fluorinated ether from the reaction products. Also disclosed are bis-ethers of the formula (CF.sub.3 (CF.sub.2).sub.m).sub.2 CHOCF.sub.2 OCH(CF.sub.2).sub.m CF.sub.3).sub.2, where m is an integer of 0 to 3, which can also be produced by the process.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: January 17, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Carl G. Krespan, V. N. Mallikarjuna Rao
  • Patent number: 5362919
    Abstract: A liquid phase process for making perfluorinated organic substances which comprises directly contacting in a temperature-controlled reactor a diluted solution or dispersion of a perfluorinateable, organic substance in a liquid, inert medium with a stoichiometric excess of fluorine gas, optionally diluted with an inert gas, to perfluorinate said organic substance at a temperature and a flow rate of inert gas (if used) sufficient to volatilize the resulting by-product hydrogen fluoride, removing said hydrogen fluoride from the reactor as it is produced, and separately removing from the reactor the resultant solution or dispersion of perfluorinated organic substance.
    Type: Grant
    Filed: March 31, 1993
    Date of Patent: November 8, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Michael G. Costello, George G. I. Moore
  • Patent number: 5350878
    Abstract: This invention provides 1) novel reactive fluorinated compounds derived from a specified class of telomers or cotelomers of fluoroolefins; and 2) stable products and stable polymers thereof obtained by reaction or polycondensation of the novel reactive fluorinated compounds with specified classes of hydrogenated aliphatic, alicyclic, aromatic reactive compounds, telechelic oligomers and block polymers wherein said stable products and polymers contain hetero atoms such as oxygen, sulfur or nitrogen and are characterized by high thermal and chemical resistance.
    Type: Grant
    Filed: February 10, 1993
    Date of Patent: September 27, 1994
    Assignee: Dow Corning Corporation
    Inventor: Gerardo Caporiccio
  • Patent number: 5319147
    Abstract: Perfluoropolyoxyalkylenes containing acid and/or ketonic groups are neutralized by reacting same in the liquid phase with elemental fluorine at temperatures of from -20.degree. to +150.degree. C. in the presence of a supported catalyst consisting of fluorides of Ag, Pb, Co, Ni, Cu, Mn, V, Cr, or Fe.In a preferred embodiment, a mixture of fluorides of the above mentioned metals and of fluorides, or fluoride precursors, of an alkali and/or alkaline-earth metal is used as catalyst, optionally supported on a suitable carrier.
    Type: Grant
    Filed: December 22, 1992
    Date of Patent: June 7, 1994
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Ugo De Patto
  • Patent number: 5304687
    Abstract: Morpholinyl derivatives of doxorubicin having the general formula A: ##STR1## in which X represents a linear or branched C.sub.2 -C.sub.6 alkyl group or a benzyl group --CH.sub.2 C.sub.6 H.sub.5 and which have (S) or (R) configuration at carbon atom C-2" of the morpholino ring, are antitumor agents.
    Type: Grant
    Filed: January 13, 1993
    Date of Patent: April 19, 1994
    Assignee: Farmitalia Carlo Erba S.R.L.
    Inventors: Alberto Bargiotti, Maria Grandi, Antonino Suarato, Daniela Faiardi
  • Patent number: 5300683
    Abstract: This invention pertains to perfluoropolyethers and perhalogenated chlorofluoroether polymers that can be prepared by fluorinating polymers made by the polymerization of acetals, ketals, polyacetals, polyketals and orthoesters with elemental fluorine.
    Type: Grant
    Filed: October 26, 1992
    Date of Patent: April 5, 1994
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5292961
    Abstract: Process for the preparation of halogenated polyethers of the general formula: ##STR1## wherein X=Cl or F, R.sub.F and R'.sub.F either equal to or different from each other, are selected from fluorinated alkyl radicals with from 1 to 20 carbon atoms, cycloalkyl, heterocyclic, alkylcycloalkyl or cycloalkylalkyl radicals, having from 5 to 20 carbon atoms, said radicals possibly containing also other halogen atoms different from fluorine and possibly ethereal oxygen atoms, by reaction with a fluoroxy or chloroxy compound of the formula: R'.sub.F OX with a fluorovinylether of the general formula: R.sub.F O--CF.dbd.CF.sub.2.
    Type: Grant
    Filed: June 4, 1993
    Date of Patent: March 8, 1994
    Assignee: Ausimont S.p.A.
    Inventors: Antonio Marraccini, Giovanni Gustalla, Alessandro Malacrida, Giorgio Guglielmo
  • Patent number: 5290912
    Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: March 1, 1994
    Assignee: Asahi Glass Company Ltd.
    Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
  • Patent number: 5220076
    Abstract: The invention relates to new peroxide perfluoropolyethers having formula: ##STR1## wherein: A and B are end groups,X represents a (R'O).sub.m R" group where R' is selected from the class consisting of --CF.sub.2 --, --CF.sub.2 --CF.sub.2 -- and ##STR2## and R" is a perfluoroalkyl group; the value of "m" ranging from 0 to 6. The invention relates also to processes for preparing said perfluoropolyethers and other classes of non peroxide perfluoropolyethers derived therefrom.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: June 15, 1993
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Anna M. Staccione, Giuseppe Marchionni
  • Patent number: 5214214
    Abstract: There is provided a novel perfluorochemical represented by the formula, ##STR1## wherein R.sub.F is a perfluoroalkyl group, a perfluoro alkoxyalkyl group or a perfluoroalkyloxy group, X and X' are same as or different from each other and are a fluorine atom or a perfluoroalkyl group, and Y is a perfluoroalkyloxy group or a perfluoro dialkylamino group, the total number of the carbon atoms contained being an integer of 8 to 11 inclusive. The perfluorochemical is prepared by perfluorinating the corresponding partially fluorinated compound which may have unsaturated hydrocarbon moiety, only with molecular fluorine in a stoichiometric excess amount in an inert solvent.The perfluorochemical is used for preparing a stable emulsion as blood substitutes or perfusion media.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: May 25, 1993
    Assignee: The Green Cross Corporation
    Inventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Kimie Naito
  • Patent number: 5202480
    Abstract: This invention pertains to perfluoropolyethers and perhalogenated chlorofluoroether polymers that can be prepared by fluorinating polymers made by the polymerization of acetals, ketals, polyacetals, polyketals and orthoesters with elemental fluorine.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: April 13, 1993
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5202501
    Abstract: Perfluoropolyethers containing high concentrations of difluoromethylene oxide units in the polymer chain are disclosed.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: April 13, 1993
    Assignee: Exfluor Research Corporation
    Inventors: Richard J. Lagow, Thomas R. Bierschenk, Timothy J. Juhlke
  • Patent number: 5164517
    Abstract: This invention relates to a process for preparing fluoropolyethers and perfluoropolyethers having neutral and/or functional end groups and a lower molecular weight by a selective catalytic cleavage of the corresponding higher molecular weight fluoropolyethers and perfluoropolyethers, characterized in that said cleavage is carried out by operating in the presence of a catalyst system consisting of a combination of silicon dioxide with at least an oxide, a fluoride or an oxyfluoride of a metal selected from Al, Ti, V, Cr, Co. Fe, Ni, Mo, Zn, Cu, Cd, Mn, Sb, Sn, Zr, Sc, Y, La and homologs thereof, Pb, Mg, W.
    Type: Grant
    Filed: January 29, 1991
    Date of Patent: November 17, 1992
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Guglielmo Gregorio, Ugo De Patto, Mario Padovan
  • Patent number: 5155281
    Abstract: A method of preparing dichloroformals of the formula(RCH.sub.2 O).sub.2 CCl.sub.2by reaction of one mole of a thionocarbonate of the formula(RCH.sub.2 O).sub.2 C.dbd.Swith two moles of benzenesulfenyl chloride, chlorobenzenesulfenyl chloride, r methanesulfenyl chloride wherein R is --C(NO.sub.2).sub.3, --CF(NO.sub.2).sub.2, --CF.sub.2 (NO.sub.2), --CCl(NO.sub.2).sub.2, --C(NO.sub.2).sub.2 CH.sub.3, --CCl.sub.3, --CF.sub.3, or --CF.sub.2 CF.sub.3. These energetic dichloroformals are useful as explosive and propellant ingredients and as intermediates in the synthesis of other energetic explosive and propellant ingredients.
    Type: Grant
    Filed: June 1, 1984
    Date of Patent: October 13, 1992
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Michael E. Sitzmann, William H. Gilligan
  • Patent number: 5144092
    Abstract: The invention relates to new peroxide perfluoropolyethers having formula: ##STR1## wherein: A and B are end groups,X represents a (R'O).sub.m R" group where R' is selected from the class consisting of ##STR2## and R" is a perfluoroalkyl group; the value of "m" ranging from 0 to 6. The invention relates also to processes for preparing said perfluoropolyethers and other classes of non peroxide perfluoropolyethers derived therefrom.
    Type: Grant
    Filed: March 5, 1991
    Date of Patent: September 1, 1992
    Assignee: Ausimont S.r.l.
    Inventors: Antonio Marraccini, Antonio Pasquale, Anna M. Staccione, Giuseppe Marchionni
  • Patent number: 5075509
    Abstract: Perfluoroalkylorthocarbonates and perfluoropolyalkoxypropanes are disclosed. The perfluoro compounds are synthesized by direct fluorination procedures. The perfluoro compounds are useful lubricants, heat exchangers, vapor phase soldering fluids, solvents, and oxygen carriers.
    Type: Grant
    Filed: July 28, 1989
    Date of Patent: December 24, 1991
    Assignee: Exfluor Research Corporation
    Inventor: Richard J. Lagow
  • Patent number: 5025093
    Abstract: A method of breaking down perfluoropolyethers into lower molecular weight fragments by pyrolysis is disclosed. The perfluoropolyethers are pyrolyzed generally at above about 350.degree. C. Volatile lower molecular weight components are condensed and collected. Various molecular weight fractions and collected. Various molecular weight fractions can be obtained by taking appropriate distillation cuts.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: June 18, 1991
    Assignee: Exfluor Research Corporation
    Inventors: Richard J. Lagow, Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu M. Kawa
  • Patent number: 4996368
    Abstract: The invention relates to a process for the stabilization and purification of perfluoropolyethers of the general formulae (I) or (II) ##STR1## in which R=--F or --C.sub.a F.sub.2a+1R'=--F or --C.sub.b F.sub.2b+1n,m=0,1, . . . or 12, n being identical with or different from m, 1.ltoreq.n+m.ltoreq.15a,b=1,2, . . . or 10, a being identical with or different from b ##STR2## in which R"=--C.sub.f F.sub.2f+1R"'=--C.sub.g F.sub.2g+1X=--F or --CF.sub.3c,d,e=integers such that the molecular weight of the perfluoropolyether is between 200 and 2000, where c, d and e may be identical or different and the units [C.sub.3 F.sub.6 O].sub.c, [C.sub.2 F.sub.4 O].sub.d, and [CFXO].sub.e may be randomly distributed along the molecular chain of the perfluoropolyether,or of mixtures of perfluoropolyethers of this type. The process comprises heating the perfluoropolyethers or mixtures thereof to 150.degree.-360.degree. C.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Thomas Gries
  • Patent number: 4992592
    Abstract: A class of compounds, namely 1-fluoro-1-halo-3,6-dioxabicyclo[4.1.0]heptanes and a process using these compounds in the preparation of fluoromalonaldehyde acetals. The 1-fluoro-1-halo-3,6-dioxabicyclo[4.1.0]heptane is brought into contact with an alcohol in an acid medium. The fluoromalonaldehyde acetals obtained are also new products, which are useful for the synthesis of alkyl fluoromalonates or of fluorinated nitrogen-containing heterocycles.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 12, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Huguette Molines, Claude Wakselman