Fluorine Patents (Class 568/677)
  • Patent number: 7230140
    Abstract: A novel perfluoropolyether derivative which is less likely to undergo decomposition, which is free from a problem of deterioration during its use, and which is useful as a lubricating oil or a coating agent, is provided. A compound represented by the following formula (1): HO—(CH2CH2O)r.(CH2CH(OH)CH2O)p—CH2CF2O(CF2CF2O)mCF2CH2O——(CH2CH(OH)CH2O)q.(CH2CH2O)s—H??Formula (1) wherein m represents an integer of from 3 to 200, and each of p, q, r and s which are independent of one another, represents an integer of from 0 to 100, provided that when each of p, q, r and s which are independent of one another, is an integer of at least 1, the arrangement of —(CH2CH2O)— and —(CH2CH(OH)CH2O)— units is not particularly limited, and when one of r and p is an integer of at least 2 and the other is an integer of at least 1, or when one of q and s is an integer of at least 2 and the other is an integer of at least 1, these units may be arranged in a block form or at random.
    Type: Grant
    Filed: April 18, 2005
    Date of Patent: June 12, 2007
    Assignee: Asahi Glass Company, Limited
    Inventors: Daisuke Shirakawa, Takashi Okazoe, Kazuya Oharu, Shu-zhong Wang, Koichi Murata, Kengo Kawahara
  • Patent number: 7160967
    Abstract: Fluorovinyl ethers having the formula CFX?CXOCF2OR, wherein R is a C2–C6 linear, branched or C5–C6 cyclic (per)fluoroalkyl group, or a C2–C6 linear, branched (per)fluoro oxyalkyl group containing from one to three oxygen atoms; when R is fluoroalkyl or fluorooxyalkyl group as above defined, it can contain from 1 to 2 atoms, equal or different, selected from the following: H, Cl, Br, I; X?F, H; and homopolymers or polymers obtainable polymerizing said Fluorovinyl ethers with at least another polymerizable monomer.
    Type: Grant
    Filed: April 27, 2005
    Date of Patent: January 9, 2007
    Assignee: Solvey Solexis S.p.A.
    Inventor: Walter Navarrini
  • Patent number: 7141704
    Abstract: Process for obtaining hydrofluoroethers of formula (I): A-(Rf)n0—CF(Rf1)—O—Rh??(I) wherein a mono- or bifunctional carbonyl compound of formula (IV): B—Rf—C(O)Rf1??(IV) is reacted with at least one equivalent of a fluoroformate of formula (III) R—OC(O)F??(III) in the presence of an ion fluoride compound (catalyst) and of a dipolar aprotic organic compound, liquid and inert under the reaction conditions.
    Type: Grant
    Filed: March 26, 2004
    Date of Patent: November 28, 2006
    Assignee: Solvay Solexis S.P.A.
    Inventors: Walter Navarrini, Marco Galimberti, Giovanni Fontana
  • Patent number: 7074472
    Abstract: The present invention provides a hard coat agent composition that is useful for forming a hard coat layer with excellent anti-staining properties and lubricity, as well as superior scratch resistance and abrasion resistance, on the surfaces of various articles. The present invention also provides an optical information medium using the above hard coat agent composition. A hard coat agent composition comprising a fluorine-containing polyether compound (A) comprising an active energy ray-reactive group, and a curable compound (B) comprising two, or three or more active energy ray-polymerizable groups within each molecule. An optical information medium comprising a film element composed of one or more layers including at least a recording layer (4) or a reflective layer, on a supporting substrate (20), wherein at least one of the supporting substrate (20)-side surface and the film element-side surface is formed of a hard coat layer (8) comprising a cured product of the hard coat agent composition.
    Type: Grant
    Filed: September 27, 2004
    Date of Patent: July 11, 2006
    Assignee: TDK Corporation
    Inventors: Hidetake Itoh, Kazushi Tanaka, Naoki Hayashida
  • Publication number: 20040192867
    Abstract: The invention relates to a fluorine-containing compound containing a substituent represented by the formula 1: 1
    Type: Application
    Filed: January 8, 2004
    Publication date: September 30, 2004
    Applicant: CENTRAL GLASS COMPANY, LIMITED
    Inventors: Tadashi Narita, Kazuhiko Maeda
  • Publication number: 20040192974
    Abstract: Process for obtaining hydrofluoroethers of formula (I):
    Type: Application
    Filed: March 26, 2004
    Publication date: September 30, 2004
    Applicant: Solvay Solexis S.p.A.
    Inventors: Walter Navarrini, Marco Galimberti, Giovanni Fontana
  • Publication number: 20040186324
    Abstract: A process for preparing (per)fluorohalogenethers having general formula (II):
    Type: Application
    Filed: January 29, 2004
    Publication date: September 23, 2004
    Applicant: SOLVAY SOLEXIS S.p.A
    Inventors: Vito Tortelli, Pierangelo Calini
  • Patent number: 6770776
    Abstract: Fluorocarbon compounds are synthesized by reacting a substrate hydrocarbyl compound containing at least one sp3-hybridized halophoric carbon atom bearing at least two halogen atom substituents, at least one of which is a halogen atom having an atomic number greater than that of fluorine and the at least one halophoric carbon atom being bonded to at least one chalcogen, with at least one reactant which comprises a complex of a Bronstedt base with a defined amount n of hydrofluoric acid, n being at least 3 and not greater than 20.
    Type: Grant
    Filed: September 25, 2001
    Date of Patent: August 3, 2004
    Assignee: Rhone-Poulenc Chimie
    Inventors: Robert Janin, Laurent Saint-Jalmes
  • Patent number: 6716534
    Abstract: A composition comprising a least one fluorochemical polyether silane compound having a polyfluoropolyether segment and at least two hydrolysable silane groups per molecule, one or more non-fluorinated compounds having at least two hydrolysable groups per molecule, and/or a partial condensate thereof, is disclosed. The composition provides durable water, oil and stain repellency to a substrate.
    Type: Grant
    Filed: November 8, 2001
    Date of Patent: April 6, 2004
    Assignee: 3M Innovative Properties Company
    Inventors: George G. I. Moore, Rudolf J. Dams, Franceska M. Fieuws, Guido P. Piessens
  • Publication number: 20040024262
    Abstract: This invention provides a method of treating fibrous substrates, such as leather, by contacting the substrate with a fluorochemical compound comprising: a fluorochemical oligomeric portion comprising an aliphatic backbone with a plurality of pendant fluoroaliphatic groups, each fluoroaliphatic group having a fully fluorinated terminal group and each independently linked to a carbon atom of the aliphatic backbone through an organic linking group; an aliphatic moiety; and a linking group which links the fluorochemical oligomeric portion to the aliphatic moiety. The fluorochemical compounds provide desirable oil, water and stain repellency to fibrous substrates.
    Type: Application
    Filed: April 17, 2003
    Publication date: February 5, 2004
    Inventors: Chetan P Jariwala, James D Eggleston, Michael A Yandrasits, Rudolf Dams, Dirk M Coppens
  • Publication number: 20030181615
    Abstract: Compounds corresponding to formula (I)
    Type: Application
    Filed: March 6, 2003
    Publication date: September 25, 2003
    Inventors: Bruno Michel Ameduri, Michel armand, Mario Boucher, Abdellatif Manseri
  • Patent number: 6509509
    Abstract: A process for preparing perfluoropolyoxyalkylenes with hydroxyl end groups having structure: T1—CFW1—O—Rf—CFW2—T2  (I) wherein: T1, T2, are selected from —CH2OH, —F, —CF3, —CF2CF3 with the proviso that at least one of T1 and T2 is —CH2OH; W1 and W2 are selected from F, CF3; Rf is a perfluoropolyoxyalkylene chain having a number average molecular weight 500-10,000 comprising one or more units of the type —CF2CF2O—, —CF2O—, —C3F6O—, —CF2(CF2)zCF2O— (z=1,2); —CR4R5CF2CF2O— with R4 and R5 selected from H, Cl, perfluoroalkyl group; said process comprising the following steps: a) adding an ester precursor having structure (I) and T1, T2 end groups selected from —F, —CF3, —CF2CF3, —COOR (R=linear or branched alkyl group having a number of C atoms from 1 to 5), with the proviso that at least one of T1 and T2 is —COOR, in a reaction mixture f
    Type: Grant
    Filed: December 29, 2000
    Date of Patent: January 21, 2003
    Assignee: Ausimont S.p.A.
    Inventors: Claudio Tonelli, Antonio Russo, Ezio Strepparola
  • Publication number: 20030013924
    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: Application
    Filed: September 9, 2002
    Publication date: January 16, 2003
    Inventors: Jon L. Howell, Erik W. Perez, Alfred Waterfeld, Chadron Mark Friesen, Joseph Stuart Thrasher, Ireneusz Nowak
  • Publication number: 20030013923
    Abstract: Perfluoropolyethers having structural formula
    Type: Application
    Filed: June 26, 2002
    Publication date: January 16, 2003
    Applicant: AUSIMONT S.P.A.
    Inventors: Giuseppe Marchionni, Mario Visca
  • Publication number: 20030013922
    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: Application
    Filed: July 10, 2001
    Publication date: January 16, 2003
    Inventors: Jon L. Howell, Erik William Perez, Alfred Waterfeld, Chadron Mark Friesen, Joseph Stuart Thrasher, Ireneusz Nowark
  • Patent number: 6506947
    Abstract: The subject-matter of the invention is a fluorinated diol and its process of preparation. The fluorinated diol corresponds to the formula (I): CnF2n+1—A—CH2OCH2—C(CH2OH)2—R in which n has a value from 2 to 20 and A means —CH═CH— or —CH2CH2— and R is an alkyl group comprising 1 to 4 carbon atoms.
    Type: Grant
    Filed: December 20, 2001
    Date of Patent: January 14, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Marie-Jose Lina, Eric Lacroix, Sophie Vanpoulle, Gerard Orcel, Robert Overton
  • Patent number: 6410808
    Abstract: A method for producing a fluoroalcohol of the following formula 1a, which comprises reacting a compound of the following formula 1 with water in a liquid phase at a temperature of 150° C. or higher under a gauge pressure of 0.4 MPa or higher: wherein n is an integer of from 1 to 5, X is a chlorine atom, a bromine atom or an iodine atom, p is an integer of at least 1, and R is a p-valent organic group, provided that when p is 1, R may be a hydrogen atom or a halogen atom.
    Type: Grant
    Filed: April 24, 2001
    Date of Patent: June 25, 2002
    Assignee: Asahi Glass Company, Limited
    Inventors: Yutaka Furukawa, Nobuyuki Kasahara, Kazuya Oharu, Shin Tatematsu
  • Publication number: 20020072637
    Abstract: A single-stage method for producing &agr;-hydroxy ethers by oxidizing olefinic substrates with organic hydroperoxides and opening the resultant oxirane ring by means of monovalent or polyvalent alcohols wherein a molybdenum compound in combination with a compound selected from the group consisting of boron trifluoride, aluminum oxides, 1,8-diazabicyclo-[5.4.0]-undec-7-ene or 1,4-diazabicyclo-[2.2.2]-octane, and mixtures thereof is used as a catalyst system.
    Type: Application
    Filed: November 8, 2001
    Publication date: June 13, 2002
    Inventors: Mark Rusch gen. Klaas, Siegfried Warwel, Hans-Martin Zillmann, Klaus Kwetkat
  • Patent number: 6362379
    Abstract: A method is provided for preparation of chlorofluoroethers ClCF2CFClOR8f and Cl2CFCFClOR8f by direct fluorination of Cl2CHCH2OR8 and Cl3CCH2OR8, respectively, wherein R8 is a C1-C20 alkyl-or acyl-containing group optionally up to 5 ether oxygen atoms and optionally substituted by functional groups and R81, is the corresponding perfluoroalkyl or perfluoracyl-containing group.
    Type: Grant
    Filed: May 1, 2001
    Date of Patent: March 26, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: George G. I. Moore, Fred B. McCormick, Mita Chattoraj, Elisa M. Cross, Junkang Jacob Liu, Ralph R. Roberts, Jay F. Schulz
  • Patent number: 6361713
    Abstract: Normally liquid, omega-hydrofluoroalkyl ether compounds (and selected mixtures thereof) have a saturated perfluoroaliphatic chain of carbon atoms interrupted by one or more ether oxygen atoms. The compounds can be prepared, e.g., by decarboxylation of the corresponding fluoroalkyl ether carboxylic acids and are useful, e.g., in cleaning and drying applications.
    Type: Grant
    Filed: August 17, 2000
    Date of Patent: March 26, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: George G. I. Moore, Richard M. Flynn, Miguel A. Guerra, John G. Owens
  • Patent number: 6316636
    Abstract: Fluorocarbon compounds are synthesized by reacting a substrate hydrocarbyl compound containing at least one sp3-hybridized halophoric carbon atom bearing at least two halogen atom substituents, at least one of which is a halogen atom having an atomic number greater than that of fluorine and the at least one halophoric carbon atom being bonded to at least one chalcogen, with at least one reactant which comprises a complex of a Bronstedt base with a defined amount n of hydrofluoric acid, n being at least 3 and not greater than 20.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: November 13, 2001
    Assignee: Rhone-Poulenc Chimie
    Inventors: Robert Janin, Laurent Saint-Jalmes
  • Patent number: 6315869
    Abstract: A perfluorovinyl ether of the formula: RfO(CF2CFXO)nCF═CF2  (1) in which Rf is a perfluoralkyl group, X is a fluorine atom or a trifluoromethyl group, and n is a number of 0 to 20 containing impurities is purified by removing a hydrogen fluoride adduct of the perfluorovinyl ether (1) through distillation, the perfluorovinyl ether (1) is distilled in the presence of a ketone or an ether having a lower boiling point than that of the perfluorovinyl ether (1) while refluxing such a solvent. This method can remove the hydrogen fluoride adduct of a perfluorovinyl ether as an impurity and provide a high purity perfluorovinyl ether.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: November 13, 2001
    Assignee: Daikin Industries, Ltd.
    Inventors: Shigeru Morita, Toshihiko Amano
  • Patent number: 6255535
    Abstract: The present invention describes a novel process for the preparation of perfluoro allyl ethers. The process involves providing a hydrogen-containing precursor comprising at least one 1,2-dichloro alkyl ether moiety, fluorinating the precursor to provide a perfluorinated intermediate, and dechlorinating the perfluorinated intermediate to the corresponding perfluorinated ether. A reaction product of a perfluorinated olefin and an allyl ether may also be used as a precursor. Such a reaction product is chlorinated before the fluorination step. Perfluoro vinyl or allyl ethers may be used in place of the perfluorinated olefin. Novel perfluoro alkoxy compounds are also described.
    Type: Grant
    Filed: December 22, 1999
    Date of Patent: July 3, 2001
    Assignees: Dyneon LLC, 3M Innovative Properties Company
    Inventors: Jay F. Schulz, George G. I. Moore, Werner Schwertfeger, Klaus Hintzer, Zai-Ming Qiu, Miguel A. Guerra, Erik D. Hare, Allan T. Worm
  • 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: 6072088
    Abstract: A compound having the formula:CF.sub.3 CH.sub.2-w (H.sub.1-x CH.sub.2-y R.sub.m R'.sub.n CH.sub.1-z).sub.p H.sub.2-q CF.sub.3wherein w=0, 1 or 2; x=0 or 1; y=0, 1 or 2; m=0, 1 or 2; n=0 or 1; z=0 or 1; p=1 or 2; and q=0, 1 or 2; with the provisos that 1.ltoreq.w+x.ltoreq.2, 1.ltoreq.q+z.ltoreq.2, and p.multidot.y=p(m+2n)+(p-1)(x+z)+q+w+x+z-2; and wherein R includes the halogens having an atomic number greater than 9, and radicals having a valence of 1, and wherein R' is a group having a valence of 2, and a process for preparing the compound.
    Type: Grant
    Filed: August 10, 1999
    Date of Patent: June 6, 2000
    Assignee: Alliedsignal Inc.
    Inventor: Michael Van Der Puy
  • Patent number: 5965779
    Abstract: The present invention provides processes for preparing 2,2,3,3,4-pentafluorooxetane and/or 2,2,3,3,4,4-hexafluorooxetane which comprises reacting 2,2,3,3-tetrafluorooxetane with fluorine gas, the process inhibiting decomposition of the oxetane ring during the reaction and producing a reduced amount of by-products.
    Type: Grant
    Filed: February 20, 1998
    Date of Patent: October 12, 1999
    Assignee: Daikin Industries, Ltd.
    Inventors: Tatsuya Otsuka, Hirokazu Aoyama
  • Patent number: 5917008
    Abstract: Polytetrafluoroethylene (PTFE) dispersions in an organic solvent, comprising:(A) from 2 to 40% by weight of PTFE in powder form;(B) from 50 to 95% by weight of an organic solvent;(C) from 0.5 to 10% by weight of a dispersing agent of formula:(R.sub.H -L).sub.y -(R.sub.F -L).sub.x R.sub.H (I)whereinx is an integer from 1 to 3;y is 0 or 1, with the proviso that x=1 when y=1;R.sub.H is a x-functional radical having an alkylic or polyoxyalkylenic structure;R.sub.F is (per)fluoropolyoxyalkylenic radical;L is a divalent organic group.Such dispersions are utilized for the surface treatment of metals, glass fibers, and the like, and in particular as mould release agents.
    Type: Grant
    Filed: June 19, 1998
    Date of Patent: June 29, 1999
    Assignee: Ausimont S.p.A.
    Inventors: Laura Montagna, Ezio Strepparola
  • Patent number: 5877357
    Abstract: The invention relates to a process for preparing perhaloethers from perhaloolefins and to a few "per se" new classes of perhaloethers thereby obtained.The process consists in reacting a perhalomonoolefin with a fluoroxy compound R.sub.x --OF (wherein R.sub.x represents a perhalogenated alkyl radical) at a temperature not exceeding 20.degree. C. in a liquid reaction medium and in the presence of inert gases.
    Type: Grant
    Filed: April 7, 1997
    Date of Patent: March 2, 1999
    Assignee: Ausimont S.p.A.
    Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani, Walter Navarrini
  • Patent number: 5856587
    Abstract: Extinguishing compositions comprising a liquid extinguishing agent constituted by hydrofluoropolyethers having general formulaHF.sub.2 CO(CF.sub.2 O).sub.n (CF.sub.2 CF.sub.2 O).sub.m CF.sub.2 Hwherein n and m are integers comprised between 0 and 20, excluding when m and m are contemporaneously 0 and having boiling point between 30.degree. and 200.degree. C. and having an O/C molar ratio between 0.5-1.
    Type: Grant
    Filed: March 5, 1997
    Date of Patent: January 5, 1999
    Assignee: Ausimot SpA
    Inventors: Mario Visca, Gianfranco Spataro, Giuseppe Marchionni
  • Patent number: 5814698
    Abstract: Polytetrafluoroethylene (PTFE) dispersions in an organic solvent, comprising:(A) from 2 to 40% by weight of PTFE in powder form;(B) from 50 to 95% by weight of an organic solvent;(C) from 0.5 to 10% by weight of a dispersing agent of formula:(R.sub.H --L).sub.y --(R.sub.F --L).sub.x R.sub.H (I)wherein:x is an integer from 1 to 3;y is 0 or 1, with the proviso that x=1 when y=1;R.sub.H is a x-functional radical having an alkylic or polyoxyalkylenic structure;R.sub.F is (per)fluoropolyoxyalkylenic radical;L is a divalent organic group.Such dispersions are utilized for the surface treatment of metals, glass fibers, and the like, and in particular as mold release agents.
    Type: Grant
    Filed: March 22, 1996
    Date of Patent: September 29, 1998
    Assignee: Ausimont S.p.A.
    Inventors: Laura Montagna, Ezio Strepparola
  • Patent number: 5789534
    Abstract: The purification process comprises removing carboxylic acids and/or carboxylic acid salts contained as impurities in a fluorinated polyether having at at least one end thereof a terminal vinyl group linked thereto through an amide group-containing linkage by heating, in the presence of an amine compound such as triethylamine and dimethylaminotrimethylsilane, the fluorinated polyether containing said impurities or a reaction mixture obtained after the completion of reaction in a process of producing said fluorinated polyether. According to the purification process, the impurities can be easily removed from said fluorinated polyether. When the thus purified fluorinated polyether is used as a starting material for an addition type curable composition together with a SiH group-containing organosilicon compound, a liquid rubber material excellent in curability and storage stability can be obtained.
    Type: Grant
    Filed: August 8, 1996
    Date of Patent: August 4, 1998
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Noriyuki Koike, Shinichi Sato, Takashi Matsuda
  • Patent number: 5705713
    Abstract: Fluoro compounds are made by reaction of an activated oxy-acid ester or cyclic ether starting material with hydrogen fluoride in the presence of an organometallic compound.
    Type: Grant
    Filed: December 12, 1995
    Date of Patent: January 6, 1998
    Assignee: Rhone-Poulenc Chemicals Limited
    Inventors: Owen Ross Chambers, Patrick Charles Youmans
  • Patent number: 5677406
    Abstract: The invention relates to a difunctional perfluoropolyether oil, prepared by reacting a perfluoropolyether diol oil having a weight average molecular weight (Mw) of 1500 to 3000 with a chain lengthener selected from the group consisting of diacid chlorides and difunctional diisocyanates, and to perfluoropolyether rubbers prepared from these chain-lengthened oils.
    Type: Grant
    Filed: October 23, 1996
    Date of Patent: October 14, 1997
    Assignee: Oce-Nederland, B.V.
    Inventors: Frans W. Tazelaar, Peter R. Markies, Johannes A. van den Reek, Cornelius J.M. van der Stappen
  • Patent number: 5648560
    Abstract: A process for preparing perhaloethers from perhaloolefins by reacting at least one fluorooxy compound R.sub.x --OF, wherein R.sub.x is a perhaloalkyl radical, with a perfluoroolefin in a liquid phase, optionally containing an organic solvent inert to the perfluoroolefin, while maintaining the temperature of the liquid phase in the range of -30.degree. to -120.degree. C. The process includes continuously feeding to the liquid phase a stream of an inert gas and a gaseous stream of the fluorooxy compound.
    Type: Grant
    Filed: December 9, 1994
    Date of Patent: July 15, 1997
    Assignee: Ausimont S.p.A.
    Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani, Walter Navarrini
  • 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: 5491261
    Abstract: Di-, tri- and poly-perfluoroalkyl-substituted alcohols and acids and derivatives thereof are described which are prepared from perfluoroalkyl iodides and di-, tri- or polyallyl alcohols or acids. These compounds contain two or more perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkenyl groups and one or two alcohol or acid groups or derivatized alcohol or acid functions. They can be reacted with isocyanates, epoxy compounds, anhydrides, acids or acid derivatives to prepare a great variety of oil- and water-repellent compositions which are useful for oil- and water-repellent treatment of textiles, glass, paper, leather and other substrates.
    Type: Grant
    Filed: July 1, 1994
    Date of Patent: February 13, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller
  • Patent number: 5476974
    Abstract: Normally liquid, omega-hydrofluoroalkyl ether compounds (and selected mixtures thereof) have a saturated perfluoroaliphatic chain of carbon atoms interrupted by one or more ether oxygen atoms. The compounds can be prepared, e.g., by decarboxylation of the corresponding fluoroalkyl ether carboxylic acids and are useful, e.g., in cleaning and drying applications.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: December 19, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: George G. I. Moore, Miguel A. Guerra
  • Patent number: 5455371
    Abstract: A process for producing difluoromethyl ethers and esters by reacting an ether or an acid with a cadmium, zinc or bismuth compound containing the CF.sub.3 group and selected from the group consisting of Cd(CF.sub.3).sub.2, Zn(CF.sub.3).sub.2,Bi(CF.sub.3).sub.3, CdHal(CF.sub.3), ZnHal(CF.sub.3), BiHal(CF.sub.3).sub.2 and BiHal.sub.2 (CF.sub.3) in the presence of a Lewis acid.
    Type: Grant
    Filed: June 15, 1993
    Date of Patent: October 3, 1995
    Assignee: Solvay Fluor und Derivative GmbH
    Inventors: Dieter Naumann, Wieland Tyrra, Regina Moeckel
  • Patent number: 5446209
    Abstract: Perfluoroethers having a spherical shape are described. The perfluoroethers can be represented by the formula ##STR1## wherein R.sub.f1, R.sub.f2, R.sub.f3 and R.sub.f4 are the same or different and are selected from short, straight or branched chain perfluoroalkyl or perfluoroether groups. R.sub.f1, R.sub.f2, R.sub.f3, or R.sub.f4 can also be; ##STR2## wherein R'.sub.f1 -R'.sub.f3 are defined as R.sub.f1 -R.sub.f3 above The perfluoropolyethers are designed to act like "molecular ball bearings" and have high thermal stability and lubrication properties. They are useful as stable fluids, heat transfer fluids, vapor phase soldering fluids and oxygen carriers.
    Type: Grant
    Filed: October 25, 1993
    Date of Patent: August 29, 1995
    Assignee: Exfluor Research Corporation
    Inventor: Richard J. Lagow
  • Patent number: 5316686
    Abstract: Perfluoroalkylether (PFAE) tertiary mono- and poly-alcohols of the general structure: ##STR1## wherein R.sup.1 and R.sup.3 represent perfluoroalkyl groups having from one to fifty carbon atoms or PFAE groups having 2-50 carbon atoms and 1-49 oxygen atoms; R.sup.2 represents a PFPAE group having 3-50 carbon atoms and 1-48 oxygen atoms; A represents perfluoroalkylene groups containing 2-30 carbon atoms or perfluoroalkyleneether groups having 2-30 carbon atoms and 1-29 oxygen atoms; and n is an integer having a value ranging from zero to ten; and wherein the alcohol contains at least 12 carbon atoms per molecule. The perfluoroalkylether (PFAE) tertiary mono- and poly-alcohols are mixed with perfluoropolyalkylether fluids in an amount ranging from 0.01 to 1.00 weight percent to provide fluids having improved antiwear properties.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: May 31, 1994
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Carl E. Snyder, Jr., Lois J. Gschwender, Kalathil C. Eapen, Grace J. Chen
  • 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: 5281695
    Abstract: The present compound is a novel perfluoropolyether represented by the following general formula: ##STR1## wherein m is an integer of 1 to 3 and n is an integer of 2 to 6. This compound is quite useful as an inert liquid used as a heat transfer mediums in the filed of electronic materials.
    Type: Grant
    Filed: May 14, 1992
    Date of Patent: January 25, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hirofumi Kishita, Yasuo Tarumi, Kouichi Yamaguchi, Takashi Matsuda, Kouji Takano
  • Patent number: 5278340
    Abstract: Oligohexafluoropropylene oxide derivatives represented by the general formula (I): ##STR1## wherein R.sub.f represents a perfluoroalkyl group having 1 to 10 carbon atoms and n is an integer of 0 to 100 or the general formula (II): ##STR2## wherein R.sub.f ' represents a perfluoroalkylene group having 2 to 10 carbon atoms and a and b are each independently an integer of 0 to 20. These compounds are novel and are useful as intermediates for synthesizing iodine-containing oligohexafluoropropylene oxides useful as raw materials for fluororesins, fluororubbers, and fluorine-containing surfactants.
    Type: Grant
    Filed: June 26, 1992
    Date of Patent: January 11, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Noriyuki Koike, Masayuki Oyama, Toshio Takago
  • Patent number: 5225561
    Abstract: Metal organic chemical vapor deposition (MOCVD) formation of copper oxide superconductor materials. Various source reagents of Group II elements suitable for high temperature superconductor (HTSC) material formation are described, including beta-diketonates, cyclopentadienyls, alkyls, perfluoroalkyls, alkoxides, perfluoroalkoxides, and Schiff bases, as well as complexes of such Group II compounds, utilizing monodentate or multidentate ligands to provide additional coordination to the Group IIA atom, so that the resulting complex is of enhanced volatility characteristics, and enhanced suitability for MOCVD applications. Also disclosed are methods of synthesizing such compounds and complexes, including a method of making Group II metal beta-diketonate compounds having enhanced thermal stability characteristics. Further disclosed are a vertical inverted reactor for chemical vapor deposition, and various methods of processing applied metal oxide films for enhanced HTSC character.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: July 6, 1993
    Assignee: Advanced Technology Materials, Inc.
    Inventors: Peter S. Kirlin, Duncan W. Brown, Robin A. Gardiner
  • 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: 5185477
    Abstract: Novel fluorinated (poly)sulfates, halosulfonates, halohydrins and epoxides, as well as novel processes for producing them are disclosed.
    Type: Grant
    Filed: December 6, 1991
    Date of Patent: February 9, 1993
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Carl G. Krespan
  • Patent number: 5166453
    Abstract: A purification method of a fluorine-containing alkylethylene comprises reacting the fluorine-containing alkylethylene with powdered metallic zinc in the presence of an aqueous acetic acid solution. By this method, fluorine-containing alkyl iodide and fluorine-containing alkylethyl iodide, contained as impurities in the fluorine-containing alkylethylene, can be removed effectively, for example, to a level of 1 ppm or below.
    Type: Grant
    Filed: July 3, 1991
    Date of Patent: November 24, 1992
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takashi Matsuda, Hirofumi Kishita, Shinichi Sato, Koichi Yamaguchi, Kouji Takano, Shuji Suganuma
  • Patent number: 5157159
    Abstract: Mono O-hydroxyalkylated derivatives of 1,1-dihydroperfluorinated or 1H,1-alkylperfluorinated alcohols are prepared by reacting the alcohols with alkylene carbonates at a temperature of at least 60.degree. C. in the presence of a one- or two-part catalyst. The catalyst is a nitrogenous base, optionally in combination with a tetraalkylammonium halide. The O-hydroxyalkylated derivatives are useful non-ionic surfactants and emulsifiable compounds for fire extinguishing systems.
    Type: Grant
    Filed: June 13, 1991
    Date of Patent: October 20, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Eugene P. Janulis, Gary J. Drtina
  • Patent number: 5132455
    Abstract: This invention relates to perfluoroether compounds, and to a general method for creating such compounds. It has been found that such compounds may be created by a three-step method which may be performed using a wide variety of ester starting materials. The first step of the three-step process comprises partial fluorination of a selected polyester compound. This may be performed by contacting the selected polyester with fluorine gas under predetermined conditions until a desired level of partial fluorination is achieved.The second step of this three-step process involves indirect fluorination to convert the partially fluorinated polyester into partially fluorinated polyether compounds. This step may be conducted by contacting the partially fluorinated polyester with SF.sub.4.The third step of the three-step synethetic process comprises direct fluorination of the partially fluorinated polyether compound at conditions which essentially complete the perfluorinated polyether compound.
    Type: Grant
    Filed: January 16, 1991
    Date of Patent: July 21, 1992
    Assignee: Exfluor Research Corporation
    Inventor: Richard J. Lagow
  • Patent number: 5107033
    Abstract: Homo- and copolymers of 3-perfluoroalkyl-1,2-epoxypropane having a number average molecular weight between about 650 and 5000, preferably 1000 to 3000, are prepared by polymerizing 3-perfluoroalkyl-1,2-epoxypropane in the presence of an acidic catalyst and preferably a molecular weight controlling agent.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: April 21, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Engelbert Pechhold