Fluorine Patents (Class 568/677)
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Patent number: 7230140Abstract: 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: GrantFiled: April 18, 2005Date of Patent: June 12, 2007Assignee: Asahi Glass Company, LimitedInventors: Daisuke Shirakawa, Takashi Okazoe, Kazuya Oharu, Shu-zhong Wang, Koichi Murata, Kengo Kawahara
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Patent number: 7160967Abstract: 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: GrantFiled: April 27, 2005Date of Patent: January 9, 2007Assignee: Solvey Solexis S.p.A.Inventor: Walter Navarrini
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Patent number: 7141704Abstract: 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: GrantFiled: March 26, 2004Date of Patent: November 28, 2006Assignee: Solvay Solexis S.P.A.Inventors: Walter Navarrini, Marco Galimberti, Giovanni Fontana
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Patent number: 7074472Abstract: 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: GrantFiled: September 27, 2004Date of Patent: July 11, 2006Assignee: TDK CorporationInventors: Hidetake Itoh, Kazushi Tanaka, Naoki Hayashida
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Publication number: 20040192867Abstract: The invention relates to a fluorine-containing compound containing a substituent represented by the formula 1: 1Type: ApplicationFiled: January 8, 2004Publication date: September 30, 2004Applicant: CENTRAL GLASS COMPANY, LIMITEDInventors: Tadashi Narita, Kazuhiko Maeda
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Publication number: 20040192974Abstract: Process for obtaining hydrofluoroethers of formula (I):Type: ApplicationFiled: March 26, 2004Publication date: September 30, 2004Applicant: Solvay Solexis S.p.A.Inventors: Walter Navarrini, Marco Galimberti, Giovanni Fontana
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Publication number: 20040186324Abstract: A process for preparing (per)fluorohalogenethers having general formula (II):Type: ApplicationFiled: January 29, 2004Publication date: September 23, 2004Applicant: SOLVAY SOLEXIS S.p.AInventors: Vito Tortelli, Pierangelo Calini
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Patent number: 6770776Abstract: 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: GrantFiled: September 25, 2001Date of Patent: August 3, 2004Assignee: Rhone-Poulenc ChimieInventors: Robert Janin, Laurent Saint-Jalmes
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Patent number: 6716534Abstract: 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: GrantFiled: November 8, 2001Date of Patent: April 6, 2004Assignee: 3M Innovative Properties CompanyInventors: George G. I. Moore, Rudolf J. Dams, Franceska M. Fieuws, Guido P. Piessens
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Publication number: 20040024262Abstract: 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: ApplicationFiled: April 17, 2003Publication date: February 5, 2004Inventors: Chetan P Jariwala, James D Eggleston, Michael A Yandrasits, Rudolf Dams, Dirk M Coppens
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Publication number: 20030181615Abstract: Compounds corresponding to formula (I)Type: ApplicationFiled: March 6, 2003Publication date: September 25, 2003Inventors: Bruno Michel Ameduri, Michel armand, Mario Boucher, Abdellatif Manseri
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Patent number: 6509509Abstract: 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 fType: GrantFiled: December 29, 2000Date of Patent: January 21, 2003Assignee: Ausimont S.p.A.Inventors: Claudio Tonelli, Antonio Russo, Ezio Strepparola
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Publication number: 20030013924Abstract: 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: ApplicationFiled: September 9, 2002Publication date: January 16, 2003Inventors: Jon L. Howell, Erik W. Perez, Alfred Waterfeld, Chadron Mark Friesen, Joseph Stuart Thrasher, Ireneusz Nowak
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Publication number: 20030013923Abstract: Perfluoropolyethers having structural formulaType: ApplicationFiled: June 26, 2002Publication date: January 16, 2003Applicant: AUSIMONT S.P.A.Inventors: Giuseppe Marchionni, Mario Visca
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Publication number: 20030013922Abstract: 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: ApplicationFiled: July 10, 2001Publication date: January 16, 2003Inventors: Jon L. Howell, Erik William Perez, Alfred Waterfeld, Chadron Mark Friesen, Joseph Stuart Thrasher, Ireneusz Nowark
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Patent number: 6506947Abstract: 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: GrantFiled: December 20, 2001Date of Patent: January 14, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Marie-Jose Lina, Eric Lacroix, Sophie Vanpoulle, Gerard Orcel, Robert Overton
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Patent number: 6410808Abstract: 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: GrantFiled: April 24, 2001Date of Patent: June 25, 2002Assignee: Asahi Glass Company, LimitedInventors: Yutaka Furukawa, Nobuyuki Kasahara, Kazuya Oharu, Shin Tatematsu
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Publication number: 20020072637Abstract: 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: ApplicationFiled: November 8, 2001Publication date: June 13, 2002Inventors: Mark Rusch gen. Klaas, Siegfried Warwel, Hans-Martin Zillmann, Klaus Kwetkat
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Patent number: 6362379Abstract: 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: GrantFiled: May 1, 2001Date of Patent: March 26, 2002Assignee: 3M Innovative Properties CompanyInventors: George G. I. Moore, Fred B. McCormick, Mita Chattoraj, Elisa M. Cross, Junkang Jacob Liu, Ralph R. Roberts, Jay F. Schulz
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Patent number: 6361713Abstract: 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: GrantFiled: August 17, 2000Date of Patent: March 26, 2002Assignee: 3M Innovative Properties CompanyInventors: George G. I. Moore, Richard M. Flynn, Miguel A. Guerra, John G. Owens
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Patent number: 6316636Abstract: 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: GrantFiled: February 28, 1996Date of Patent: November 13, 2001Assignee: Rhone-Poulenc ChimieInventors: Robert Janin, Laurent Saint-Jalmes
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Patent number: 6315869Abstract: 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: GrantFiled: May 21, 1999Date of Patent: November 13, 2001Assignee: Daikin Industries, Ltd.Inventors: Shigeru Morita, Toshihiko Amano
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Patent number: 6255535Abstract: 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: GrantFiled: December 22, 1999Date of Patent: July 3, 2001Assignees: Dyneon LLC, 3M Innovative Properties CompanyInventors: Jay F. Schulz, George G. I. Moore, Werner Schwertfeger, Klaus Hintzer, Zai-Ming Qiu, Miguel A. Guerra, Erik D. Hare, Allan T. Worm
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Patent number: 6099937Abstract: 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: GrantFiled: May 11, 1998Date of Patent: August 8, 2000Assignee: Seagate Technology, Inc.Inventors: Jing Gui, Bruno Jacques Marchon
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Patent number: 6072088Abstract: 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: GrantFiled: August 10, 1999Date of Patent: June 6, 2000Assignee: Alliedsignal Inc.Inventor: Michael Van Der Puy
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Patent number: 5965779Abstract: 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: GrantFiled: February 20, 1998Date of Patent: October 12, 1999Assignee: Daikin Industries, Ltd.Inventors: Tatsuya Otsuka, Hirokazu Aoyama
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Patent number: 5917008Abstract: 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: GrantFiled: June 19, 1998Date of Patent: June 29, 1999Assignee: Ausimont S.p.A.Inventors: Laura Montagna, Ezio Strepparola
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Patent number: 5877357Abstract: 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: GrantFiled: April 7, 1997Date of Patent: March 2, 1999Assignee: Ausimont S.p.A.Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani, Walter Navarrini
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Patent number: 5856587Abstract: 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: GrantFiled: March 5, 1997Date of Patent: January 5, 1999Assignee: Ausimot SpAInventors: Mario Visca, Gianfranco Spataro, Giuseppe Marchionni
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Patent number: 5814698Abstract: 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: GrantFiled: March 22, 1996Date of Patent: September 29, 1998Assignee: Ausimont S.p.A.Inventors: Laura Montagna, Ezio Strepparola
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Patent number: 5789534Abstract: 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: GrantFiled: August 8, 1996Date of Patent: August 4, 1998Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Noriyuki Koike, Shinichi Sato, Takashi Matsuda
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Patent number: 5705713Abstract: 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: GrantFiled: December 12, 1995Date of Patent: January 6, 1998Assignee: Rhone-Poulenc Chemicals LimitedInventors: Owen Ross Chambers, Patrick Charles Youmans
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Patent number: 5677406Abstract: 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: GrantFiled: October 23, 1996Date of Patent: October 14, 1997Assignee: Oce-Nederland, B.V.Inventors: Frans W. Tazelaar, Peter R. Markies, Johannes A. van den Reek, Cornelius J.M. van der Stappen
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Patent number: 5648560Abstract: 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: GrantFiled: December 9, 1994Date of Patent: July 15, 1997Assignee: Ausimont S.p.A.Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani, Walter Navarrini
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Patent number: 5557012Abstract: 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: GrantFiled: June 5, 1995Date of Patent: September 17, 1996Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5491261Abstract: 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: GrantFiled: July 1, 1994Date of Patent: February 13, 1996Assignee: Ciba-Geigy CorporationInventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller
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Patent number: 5476974Abstract: 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: GrantFiled: May 20, 1994Date of Patent: December 19, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: George G. I. Moore, Miguel A. Guerra
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Patent number: 5455371Abstract: 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: GrantFiled: June 15, 1993Date of Patent: October 3, 1995Assignee: Solvay Fluor und Derivative GmbHInventors: Dieter Naumann, Wieland Tyrra, Regina Moeckel
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Patent number: 5446209Abstract: 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: GrantFiled: October 25, 1993Date of Patent: August 29, 1995Assignee: Exfluor Research CorporationInventor: Richard J. Lagow
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Patent number: 5316686Abstract: 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: GrantFiled: January 11, 1993Date of Patent: May 31, 1994Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Carl E. Snyder, Jr., Lois J. Gschwender, Kalathil C. Eapen, Grace J. Chen
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Patent number: 5292961Abstract: 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: GrantFiled: June 4, 1993Date of Patent: March 8, 1994Assignee: Ausimont S.p.A.Inventors: Antonio Marraccini, Giovanni Gustalla, Alessandro Malacrida, Giorgio Guglielmo
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Patent number: 5281695Abstract: 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: GrantFiled: May 14, 1992Date of Patent: January 25, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Hirofumi Kishita, Yasuo Tarumi, Kouichi Yamaguchi, Takashi Matsuda, Kouji Takano
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Patent number: 5278340Abstract: 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: GrantFiled: June 26, 1992Date of Patent: January 11, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Noriyuki Koike, Masayuki Oyama, Toshio Takago
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Patent number: 5225561Abstract: 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: GrantFiled: September 12, 1990Date of Patent: July 6, 1993Assignee: Advanced Technology Materials, Inc.Inventors: Peter S. Kirlin, Duncan W. Brown, Robin A. Gardiner
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Patent number: 5214214Abstract: 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: GrantFiled: March 30, 1992Date of Patent: May 25, 1993Assignee: The Green Cross CorporationInventors: Kirby V. Scherer, Jr., Kouichi Yamanouchi, Kazumasa Yokoyama, Kimie Naito
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Patent number: 5185477Abstract: Novel fluorinated (poly)sulfates, halosulfonates, halohydrins and epoxides, as well as novel processes for producing them are disclosed.Type: GrantFiled: December 6, 1991Date of Patent: February 9, 1993Assignee: E. I. du Pont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 5166453Abstract: 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: GrantFiled: July 3, 1991Date of Patent: November 24, 1992Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takashi Matsuda, Hirofumi Kishita, Shinichi Sato, Koichi Yamaguchi, Kouji Takano, Shuji Suganuma
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Patent number: 5157159Abstract: 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: GrantFiled: June 13, 1991Date of Patent: October 20, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Eugene P. Janulis, Gary J. Drtina
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Patent number: 5132455Abstract: 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: GrantFiled: January 16, 1991Date of Patent: July 21, 1992Assignee: Exfluor Research CorporationInventor: Richard J. Lagow
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Patent number: 5107033Abstract: 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: GrantFiled: July 2, 1990Date of Patent: April 21, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: Engelbert Pechhold