Halogen Containing Patents (Class 568/674)
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Publication number: 20150065746Abstract: To address the problem of insufficient biodegradability of perfluorinated surfactants, the present invention provides biodegradable fluorosurfactants derived from olefins having —CHR, —CHRf, —CHF, and/or —CH2 groups, where R is an alkyl group and Rf is a perfluoro or fluroroalkyl group. Preferably, the —CHR, —CHRf, —CHF, and/or —CH2 groups are contained within partially fluorinated alkenes.Type: ApplicationFiled: August 14, 2014Publication date: March 5, 2015Inventors: Haridasan K. Nair, Yian Zhai, Andrew J. Poss, Rajiv R. Singh, David Nalewajek
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Patent number: 8193393Abstract: Fluoroether diketones are provided that can be useful in apparatuses that includes a device and a mechanism for transferring heat. The provided fluoroether diketones are stable at temperatures above 175° C., are environmentally friendly, and are economical to produce. The provided apparatuses can be useful for vapor phase soldering of electronic devices.Type: GrantFiled: March 26, 2010Date of Patent: June 5, 2012Assignee: 3M Innovative Properties CompanyInventors: Richard M. Flynn, Michael G. Costello, Michael J. Bulinski, Daniel R. Vitcak, Phillip E. Tuma
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Publication number: 20110236311Abstract: The invention relates to radiodiagnostic and radiotherapeutic agents, including biologically active vectors labelled with radionuclides. It further relates to methods and reagents labelling a vector such as a peptide comprising reaction of a compound of formula (I) with a compound of formula (II): or, a compound of formula (III) with a compound of formula (IV) in the presence of a Cu (I) catalyst. The resultant labelled conjugates are useful as diagnostic agents, for example, as radiopharmaceuticals more specifically for use in Positron Emission Tomography (PET) or Single Photon Emission Computed Tomography (SPECT) or for radiotherapy.Type: ApplicationFiled: June 13, 2011Publication date: September 29, 2011Applicant: HAMMERSMITH IMANET LIMITEDInventors: ERIK ARSTAD, MATTHIAS EBERHARD GLASER
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Publication number: 20110082312Abstract: The present invention relates to a process for the preparation of compounds containing CF3O groups using compounds containing at least one group Y, in which Y=—Hal, —OSO2(CF2)zF, —OSO2CzH2z+1 (z=1-10), —OSO2F, —OSO2Cl, —OC(O)CF3— or —OSO2Ar, to a process for the preparation of compounds containing CF3O groups using KOCF3 and/or RbOCF3, and to novel compounds containing CF3O groups, and to the use thereof.Type: ApplicationFiled: May 4, 2009Publication date: April 7, 2011Applicant: MERCK PATENT GESELLSCHAFT MIT DESCHRANKTER HAFTUNGInventors: Nikolai (Mykola) Ignatyev, Wolfgang Hierse, Martin Seidel, Andreas Bathe, Jens Schroeter, Karsten Koppe, Thorsten Meier, Peter Barthen, Walter Frank
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Publication number: 20100273968Abstract: The invention pertains to a process for preparing compounds of formula (I-A) or (I-B) here below: by reaction of perfluoroallylfluorosulfate (FAFS) of formula (II): with at least one hypofluorite of formula (II-A) or (II-B): wherein: RF in formulae (I-A) and (II-A) is a monovalent fluorocarbon C1-C20 group, optionally comprising oxygen catenary atoms, optionally comprising functional groups comprising heteroatoms (e.g. —SO2F groups); R?F in formulae (I-B) and (II-B) is a divalent fluorocarbon C1-C6 group, preferably a group of formula wherein X1 and X2, equal to or different from each other, are independently a fluorine atom or a C1-C3 fluorocarbon group. The FAFS-hypofluorite adducts of formulae (I-A) and (I-B) can be produced with high selectivity so as to access useful intermediates which can further be reacted taking advantage of the un-modified fluorosulfate group chemistry.Type: ApplicationFiled: December 17, 2008Publication date: October 28, 2010Applicant: SOLVAY SOLEXIS S.P.A.Inventors: Giuseppe Marchionni, Vito Tortelli
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Patent number: 7622616Abstract: A process for obtaining vinyl compounds by dehalogenation of halofluorinated compounds having a linear, branched or cyclic structure, said halofluorinated compounds containing in the molecule at least one group: wherein Y1 and Y2, equal to or different from each other, are selected from Cl, Br, I; wherein the halofluorinated compounds are dehalogenated in the presence of a transition metal, or of transition metal couples, by operating in a biphasic system of solvents immiscible among each other, formed of a (per)fluorinated solvent and a dipolar aprotic or protic solvent (co-solvent), wherein the ratio moles co-solvent/equivalents of the halofluorinated compound ranges from 0.5 to 10, preferably from 0.5 to 5, still more preferably from 1 to 3.Type: GrantFiled: May 4, 2006Date of Patent: November 24, 2009Assignee: Solvay Solexis S.p.A.Inventors: Ivan Wlassics, Vito Tortelli
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Publication number: 20090264684Abstract: VDF-based curable fluoroelastomers having glass transition temperature lower than ?35° C. and an amount of —COF end groups in the polymer lower than the sensitivity limit of the method using the FT-IR spectroscopy described in the present application.Type: ApplicationFiled: February 27, 2009Publication date: October 22, 2009Applicant: SOLVAY S.A.Inventors: Marco Apostolo, Francesco Triulzi, Vito Tortelli, Marco Galimberti
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Publication number: 20090216030Abstract: A method of manufacturing a compound represented by formula (2) is provided, the method including thermally decomposing a compound represented by formula (1) under a reduced pressure: wherein Rf1 and Rf2 each independently represents a fluorine atom or a perfluorinated monovalent substituent, Rf3 and Rf4 each independently represents a fluorine atom, a perfluorinated monovalent substituent or a perfluorinated divalent substituent, Rf3 and Rf4 may combine with each other to form a ring, each of Rf3 and Rf4 may combine with Rf5 to form a ring, and Rf5 represents a perfluorinated (n+1)-valent to (2n+2)-valent linkage group, provided that n represents an integer of 1 to 5.Type: ApplicationFiled: February 25, 2009Publication date: August 27, 2009Applicant: FUJIFILM CorporationInventors: Hiroki SUGIURA, Masayuki Harada
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Patent number: 7544752Abstract: TFE-based thermoprocessable copolymers having the following composition, expressed in percentage by moles on the total of the monomers: A) from 0.01 to 15% of the monomer of formula: CF2?CFOCF2OCF3??(a); A1) tetrafluoroethylene from 99.99 to 85%; optionally B) one or more (per)fluorinated comonomers having at least one unsaturation of ethylene type, different from TFE; the sum of the molar percentages A)+B) being such as to give polymers showing at least one melting peak at the thermogravimetric analysis (DSC).Type: GrantFiled: July 28, 2005Date of Patent: June 9, 2009Assignee: Solvay Solexis S.p.A.Inventors: Francesco Triulzi, Marco Apostolo, Vito Tortelli, Marco Galimberti
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Patent number: 7534845Abstract: 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: December 18, 2006Date of Patent: May 19, 2009Assignee: Solvay Solexis S.p.A.Inventor: Walter Navarrini
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Patent number: 7531701Abstract: A process for the preparation of an allyloxytrifluoropropene derivative of the formula CF3CH?CR1(OCH2CR?CH2) wherein R1 is hydrogen, fluoro, or an allyloxy group represented by the formula —OCH2CR?CH2 wherein R is hydrogen or methyl including contacting (I) a compound represented by the formula CF3CH?CR2R3 wherein R2 is selected from the group consisting of hydrogen, chloro, and fluoro and wherein R3 is chloro or fluoro; and (ii) an allyl alcohol derivative of the formula HOCH2CR?CH2 wherein R is selected from the group consisting of: hydrogen and methyl; wherein the contacting is carried out in the presence of a base and optionally a solvent at a temperature and length of time sufficient to produce the allyloxytrifluoropropene derivative. A process for the preparation of polymers of the allyloxytrifluoropropene derivatives is also provided.Type: GrantFiled: September 10, 2007Date of Patent: May 12, 2009Assignee: Honeywell International Inc.Inventors: Haridasan K. Nair, Rajiv R. Singh, Gregory J. Shafer
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Patent number: 7465837Abstract: Fluorinated vinyl ethers are provided having the structure of formula (I) the structure of formula (I) wherein at least one of X and Y is a fluorine atom, and L, R1, R2, R3, R4 are as defined herein. Also provided are copolymers prepared by radical polymerization of (I) and a second monomer that may not be fluorinated. The polymers are useful in lithographic photoresist compositions, particularly chemical amplification resists. In a preferred embodiment, the polymers are substantially transparent to deep ultraviolet (DUV) radiation, and are thus useful in DUV lithographic photoresist compositions. A method for using the composition to generate resist images on a substrate is also provided, i.e., in the manufacture of integrated circuits or the like.Type: GrantFiled: August 10, 2006Date of Patent: December 16, 2008Assignee: International Business Machines CorporationInventors: Richard A. DiPietro, Hiroshi Ito
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Patent number: 7385089Abstract: A fluorochemical ketone compound consists of two terminal, branched, independently fluoroalkylcarbonyl or perfluoroalkylcarbonyl groups and an intervening linear perfluoropolyether segment, each of the terminal groups optionally comprising at least one catenated heteroatom, and the perfluoropolyether segment consisting essentially of at least one tetrafluoroethyleneoxy moiety and, optionally, at least one difluoromethyleneoxy moiety, the moieties being randomly or non-randomly distributed within the perfluoropolyether segment.Type: GrantFiled: December 6, 2006Date of Patent: June 10, 2008Assignee: 3M Innovative Properties CompanyInventors: Michael G. Costello, Richard M. Flynn, Jay F. Schulz, George G. I. Moore
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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: 6963013Abstract: A process for making 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 by polymerizing said Fluorovinyl ethers with at least another polymerizable monomer.Type: GrantFiled: April 23, 2001Date of Patent: November 8, 2005Assignee: Solvay Solexis Sp.A.Inventor: Walter Navarrini
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Patent number: 6946566Abstract: A process for preparing regioselectively an optically active 1-halogeno-2-hydroxypropyl compound of the following formula; wherein X is halogen atom and Nu is a heteroatom having a substituent, and an optically active glycidyl compound of the formula; which comprises reacting an optically active epihalohydrin of the formula; with a neucleophilic agent, in the presence of a metal complex of the formula; wherein n is an integer of 0, 1 or 2, Y1, Y2 and Y3 are hydrogen atom, etc., and Y2 and Y3 may form a ring such as benzene, A is a counterion and M is a metal ion, and further subjecting the compound (4) to reaction with a base to prepare the optically active glycidyl compound (5).Type: GrantFiled: July 30, 2003Date of Patent: September 20, 2005Assignee: Daiso Co., Ltd.Inventors: Keisuke Yaegashi, Yoshiro Furukawa
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Publication number: 20040230080Abstract: A process for preparing perfluoropolyethers having at least one —CH2OH or —CH(CF3)OH end group by reaction of the corresponding pefluoropolyethers having at least one carboxylic —COOH or ketonic —(CF3)C═O end group with gaseous hydrogen, between 80° C. and 140° C., in the presence of hydrogenation catalysts.Type: ApplicationFiled: May 7, 2004Publication date: November 18, 2004Applicant: SOLVAY SOLEXIS S.p.a.Inventors: Rosaldo Picozzi, Claudio Tonelli
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Publication number: 20040176636Abstract: There is provided a process for producing a fluorinated vinyl ether from a fluorinated acid fluoride compound having an ester group as a precursor of a carboxylic acid group, or a SO2F group as a precursor of a sulfonic acid group, in high yield by simple operations.Type: ApplicationFiled: December 29, 2003Publication date: September 9, 2004Inventors: Nobuto Hoshi, Nobuyuki Uematsu, Masanori Ikeda
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Publication number: 20040073070Abstract: A process for the production of fluoromethylhexafluoroisopropylether which involves contacting bis (fluromethyl) ether with hexafluoroisopropyl alcohol in which the molar ratio of the alcohol is in excess of 2:1 so the ether and alcohol react to produce fluoromethylhexafluoroisopropylether and recovering the ether. The process is suitable carried out in acidic conditions.Type: ApplicationFiled: December 9, 2003Publication date: April 15, 2004Inventors: Andrew Paul Sharratt, Lee Colin Draper
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Publication number: 20040068144Abstract: Process for the perfluoropolyether preparation having reactive end groups —CH2NH2, —CHO, —CH2OH, by reduction of the corresponding perfluoropolyethers having —CN, —COCl, —CHO end groups by using gaseous hydrogen in the presence of a catalyst constituted by Pd, Rh, or Ru, supported on solid metal fluorides, at a temperature from 20° C to 150° C and under a pressure between 1 and 50 atm.Type: ApplicationFiled: July 31, 2003Publication date: April 8, 2004Applicant: Solvay Solexis S.p.A.Inventors: Antonella Di Meo, Rosaldo Picozzi, Claudio Tonelli
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Publication number: 20040024249Abstract: Hydrofluoroethers of formula:Type: ApplicationFiled: July 31, 2003Publication date: February 5, 2004Applicant: SOLVAY SOLEXIS S.p.A.Inventors: Rosaldo Picozzi, Antonella Di Meo, Claudio Tonelli
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Publication number: 20040024254Abstract: A process for preparing regioselectively an optically active 1-halogeno-2-hydroxypropyl compound of the following formula; 1Type: ApplicationFiled: July 30, 2003Publication date: February 5, 2004Inventors: Keisuke Yaegashi, Yoshiro Furukawa
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Patent number: 6573411Abstract: A process to obtain fluoropolyoxyalkylenes having the structure: T—O—(CF2CF(CF3)O)n−1—(CF(CF3)O)m—CF2—CH2OH (I) wherein: T=C1-C3 perfluoroalkyl containing one Cl atom; n=an integer from 1 to 15; m/n=0-0.5, m+n such to have a number molecular weight in the range 280-4,000; said process comprising: a) the gradual addition of a metal hydride in admixture with a solvent to an ester precursor having the structure T—O—(CF2CF(CF3)O)n−1—(CF(CF3)O)m—CF2—COOR (II) wherein R=C1-C20 alkyl, or aromatic, cycloalkyl or heterocyclic residue, b) the hydrolysis of the reaction mixture obtained in step a) with an aqueous acid solution, the subsequent separation from the obtained organic phase of the compounds of structure (I).Type: GrantFiled: May 16, 2002Date of Patent: June 3, 2003Assignee: Ausimont S.p.A.Inventors: Antonio Russo, Claudio Tonelli
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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: 6406680Abstract: This invention describes a new type of X-ray contrast agents. It has been found that iodinated alkenes containing one or several C═C double bonds substituted with electronic neutral substituents and iodine can be used as X-ray contrast agents. Also new iodoalkene compounds are described.Type: GrantFiled: September 6, 2000Date of Patent: June 18, 2002Assignee: Nycomed Imaging ASInventor: Hanno Priebe
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Publication number: 20020045782Abstract: Disclosed herein is a novel class of fluorovinyl ether monomers which are useful as cure site monomers in fluoroelastomers, a process for the preparation of these fluorovinyl ether monomers, and fluoroelastomer copolymer compositions that contain copolymerized units of these fluorovinyl ether monomers.Type: ApplicationFiled: October 9, 2001Publication date: April 18, 2002Inventors: Ming-Hong Hung, Walter W. Schmiegel
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Patent number: 6133472Abstract: Fluorine containing oxyvinyl compounds characterized by having one or more oxyvinyl groups separated from fluorine containing groups by at least one alkylene group having 2-8 carbon atoms and by at least one oxygen atom in addition to the oxygen on the oxyvinyl. In general the compounds of the invention have the generic formula:Rz(L).sub.a (Ry).sub.b OROCH.dbd.CH.sub.2.Where L is .dbd.CHCOOROCH.dbd.CH.sub.2 ; a is number of 0 to about 1; R.sub.y is --CO--; b is a number of 0 to about 1; R is cycloalkane or (CH.sub.2).sub.x --, where x is a number of about 2 through about 10; R.sub.z is R.sub.f C.sub.n H.sub.m where R.sub.f is a fluorinated alkylene moiety of about 1 to about 12 carbon atoms which may be linear or branch chained and may contain a further --OROCH.dbd.CH.sub.2 group; n is an integer of about 1 through about 6; and m is an integer of n to 2n.Type: GrantFiled: January 20, 1998Date of Patent: October 17, 2000Assignee: AlliedSignal Inc.Inventors: David Nalewajek, David Bradley, John Schabel, Robert Blomquist
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Patent number: 6018082Abstract: Compounds represented by the following general formula: ##STR1## wherein Rf and Rf' mean a perfluoroalkyl group having 1-20 carbon atoms or a (.omega.-H-perfluoroalkyl group represented by the formula H(CF.sub.2).sub.t in which t stands for an integer of 1-20, R.sup.2 denotes a hydrogen atom, a straight-chain or branched aliphatic hydrocarbon group having 1-20 carbon atoms, an alicyclic or aromatic hydrocarbon group having 5-10 carbon atoms, a perfluoroalkyl group having 1-20 carbon atoms, or .omega.-H-perfluoroalkyl group represented by the formula H(CF.sub.2).sub.u - in which u stands for an integer of 1-20, X and Y mean individually a single bond, --CO-- or a divalent hydrocarbon group having 1-6 carbon atoms, l stands for a number of 2-16, and m and n are individually a number of 1-6. The compounds are useful for preparing fluorine-modified silicone derivatives suitable for cosmetic compositions.Type: GrantFiled: September 19, 1997Date of Patent: January 25, 2000Assignee: Kao CorporationInventors: Jouji Okada, Akira Kawamata, Tadayuki Tokunaga, Noboru Nagatani, Makoto Torizuka, Masahiko Asahi
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Patent number: 5986150Abstract: To provide a fluorine-containing olefin represented, for example, by CH.sub.2 .dbd.CFCF.sub.2 --R.sub.f.sup.6 --(CH.sub.2).sub.k --X.sup.2 [wherein, X.sup.2 is ##STR1## R.sub.f.sup.6 is a fluorine-substituted fluorine-containing alkyl group having 1 to 40 carbon atoms or --OR.sub.f.sup.7 --(Rf.sup.7 is a fluorine-substituted fluorine-containing alkyl group having 1 to 40 carbon atoms or a fluorine-substituted fluorine-containing ether group having 3 to 50 carbon atoms), k is 0 or an integer of 1 to 6]; a fluorine-containing polymer with functional group which is prepared by polymerizing the above-mentioned olefin, has good affinity with various heat-resisting thermoplastic resins and is capable of forming homogeneous dispersion with the thermoplastic resin; and a thermoplastic resin composition comprising the above-mentioned fluorine-containing polymer with functional group and an aromatic polyester or the like as the heat-resisting thermoplastic resin.Type: GrantFiled: May 15, 1997Date of Patent: November 16, 1999Assignee: Daikin Industries, Ltd.Inventors: Takayuki Araki, Tetsuo Shimizu, Takafumi Yamato, Masahiro Kumegawa, Yoshihisa Yamamoto
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Patent number: 5969074Abstract: A reaction of perfluoroolefins with bis(silyl) ethers to produce novel partially fluorinated and perfluorinated copolymers and macrocyclic compounds is disclosed.Type: GrantFiled: May 21, 1993Date of Patent: October 19, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: William Brown Farnham, Mario Joseph Nappa
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Patent number: 5902908Abstract: The present inventions provide methods to produce fluorinated vinyl ether by reacting fluorinated carboxylic acid halogenide with a metal compound below the decomposition temperature for the corresponding metal salt in the absence of solvent and then raising the temperature of the produced corresponding metal salt above the decompostion temperature. With these production methods, fluorinated vinyl ether of a high purity can be obtained on an efficient basis.Type: GrantFiled: November 12, 1997Date of Patent: May 11, 1999Assignee: Daikin Industries Ltd.Inventors: Shigeru Morita, Yasuji Iwasaki
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Patent number: 5872137Abstract: The dihalopropene compounds of the general formula ?I! have excellent insecticidal/acaricidal activity, so that they are satisfactorily effective for the control of noxious insects, mites and ticks.Type: GrantFiled: August 26, 1997Date of Patent: February 16, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Noriyasu Sakamoto, Masaya Suzuki, Kazunori Tsushima, Kimitoshi Umeda
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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: 5354910Abstract: Repeat units having pendant functional groups increase the solubility of polymers containing repeat units of perfluoro-2,2-dimethyl-1,3-dioxole.Type: GrantFiled: February 1, 1994Date of Patent: October 11, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ming-Hong Hung, Paul R. Resnick
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Patent number: 5268511Abstract: A two step process, each of the steps being novel, for the production of trifluorovinyl ethers by reaction of a siloxane with selected acyl fluorides or carboxylic anhydrides, is disclosed. Also disclosed is a novel silyl ester intermediate.Type: GrantFiled: March 27, 1992Date of Patent: December 7, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: William B. Farnham
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Patent number: 5242996Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.Type: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi
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Patent number: 5227533Abstract: This invention relates to the alk-1-enyl ether having the formula ##STR1##Type: GrantFiled: April 13, 1992Date of Patent: July 13, 1993Assignee: ISP Investments Inc.Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
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Patent number: 5198136Abstract: An iodine-containing compound consisting of at least two repeating units selected from the formulae:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.a ----(CHClCF.sub.2 CF.sub.2 O).sub.b ----(CCl.sub.2 CF.sub.2 CF.sub.2 O).sub.c ----(CHFCF.sub.2 CF.sub.2 O).sub.d ----(CFClCF.sub.2 CF.sub.2 O).sub.e ----(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.f --wherein a, b, c, d, e and f are each 0 or a positive integer and satisfy the following equations:2.ltoreq.a+b+c+d+e+f.ltoreq.200 and1.ltoreq.a+c+d+fand an iodine atom at at least one end of a molecule, which can provide a block copolymer which is useful as a grease.Type: GrantFiled: March 5, 1990Date of Patent: March 30, 1993Assignee: Daikin Industries Ltd.Inventors: Masayoshi Tatemoto, Yuji Yutani, Koji Fujiwara
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Patent number: 5196569Abstract: Trifluorovinyl ethers containing selected functional groups, and homo- and copolymers prepared from them, are disclosed, as well as intermediates useful in the preparation of the ethers.Type: GrantFiled: October 10, 1991Date of Patent: March 23, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ming-Hong Hung
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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: 5159120Abstract: Dialkoxybutenes are selectively prepared in high yields by reacting 1,3-butadiene with an alcohol in the presence of oxygen and a catalytically effective amount of solid particulates which comprise a catalytically active phase deposited onto particles of a support therefor, such catalytically active phase comprising at least one Group VIII noble metal first component, at least one tellurium, selenium and/or sulfur second component, and, optionally, at least one bismuth, antimony, copper and/or tin third component.Type: GrantFiled: June 13, 1991Date of Patent: October 27, 1992Assignee: Rhone-Poulenc ChimieInventors: Michel Costantini, Dominique Laucher
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Patent number: 5059720Abstract: Novel hydroxy containing fluorovinyl ethers, polymers of hydroxy containing fluorovinyl ethers, copolymers of selected hydroxy containing fluorovinyl ethers, a process for reducing ester containing fluorovinyl compounds to the corresponding alcohol with borohydrides, and a process for polymerizing hydroxy containing fluorovinyl ethers are disclosed.Type: GrantFiled: October 9, 1990Date of Patent: October 22, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ming-Hong Hung
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Patent number: 5023380Abstract: Compounds have a structure represented by Formula I:CF.sub.2 =CF-X-R-(X-CF=CF.sub.2).sub.mwherein R represents an unsubstituted or inertly substituted hydrocarbyl group; each X is independently selected from the group consisting of groups having at least one non-carbon atom between R and --CF=CF.sub.2 ; and m is an integer of from 1 to about 3. Polymers formed from such compounds are also prepared. The compounds are preferably prepared by a method by a process comprising the steps of:(a) forming a salt having anion corresponding to a compound of Formula II:HX--R--(XH).sub.m ;wherein X, R and m are as defined for Formula I;(b) reacting the salt with a 1,2-dihalo-1,1,2, 2-tetrafluoroethane wherein the halo groups are iodine, bromine, chlorine or mixtures thereof, at least one halo group being bromine or iodine, to form a compound of Formula III:Z-CF.sub.2 CF.sub.2 -X-R-(X-CF.sub.2 CF.sub.2 - Z).sub.Type: GrantFiled: June 9, 1989Date of Patent: June 11, 1991Assignee: The Dow Chemical CompanyInventors: David A. Babb, Bobby R. Ezzell, Katherine S. Clement
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Patent number: 4996370Abstract: Preparing fluorinated conjugated olefinic products having, among others, the formulae:R.sub.x O--(CF.dbd.CF).sub.m --F (A)R.sub.x O--(CF.dbd.CF).sub.m --OR.sub.x (B)F--(CF.dbd.CF).sub.m --F (C)andR.sub.y --(CF.dbd.CF).sub.m --F (D)wherein:R.sub.x and R.sub.y represent, among others, a perhalogenated alkyl radical containing from 1 to 10 carbon atoms in the case of R.sub.x and from 1 to 9 carbon atoms in the case of R.sub.y, andm is a numeral in the range of from 2 to 10.These olefinic products are obtained by reacting telomeric products having, among others, the formulae:R.sub.x O--(CFCl--CFCl).sub.m --FR.sub.x O--(CFCl--CFCkl).sub.m --OR.sub.xF--(CFCl--CFCl).sub.m --F, andR.sub.y --(CFCl--CFCl).sub.m --Fwith zinc powder, at temperatures within the range of from 40.degree. C. up to 160.degree. C., in an organic solvent selected from among alcohols, dimethylformide and dimethylsulfoxide. Many of these products, among which those corresponding to formulae (A), (B) and (D), are new.Type: GrantFiled: April 3, 1990Date of Patent: February 26, 1991Assignee: Ausimont S.r.l.Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani
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Patent number: 4982009Abstract: Novel hydroxy containing fluorovinyl ethers, polymers of hydroxy containing fluorovinyl ethers, copolymers of selected hydroxy containing fluorovinyl ethers, a process for reducing ester containing fluorovinyl compounds to the corresponding alcohol with borohydrides, and a process for polymerizing hydroxy containing fluorovinyl ethers are disclosed.Type: GrantFiled: January 31, 1990Date of Patent: January 1, 1991Assignee: E. I. du Pont de Nemours and CompanyInventor: Ming-Hong Hung
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Patent number: 4967022Abstract: Processes for the preparation of perfluoroalkyl substituted allenes and novel bis-allenyl substituted perfluoroalkanes are disclosed.Type: GrantFiled: November 29, 1989Date of Patent: October 30, 1990Assignee: E. I. du Pont de Nemours and CompanyInventor: Ming-Hong Hung
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Patent number: 4962236Abstract: An iodine-containing compound consisting of at least two repeating units selected from the formulae:--(CH.sub.2 CF.sub.2 CF.sub.2 O).sub.a ----(CHClCF.sub.2 CF.sub.2 O).sub.b ----(CCl.sub.2 CF.sub.2 CF.sub.2 O).sub.c ----(CHFCF.sub.2 CF.sub.2 O).sub.d ----(CFClCF.sub.2 CF.sub.2 O).sub.e ----(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.f --wherein a, b, c, d, e and f are each 0 or a positive integer and satisfy the following equations:2.ltoreq.a+b+c+d+e+f.ltoreq.200 and1.ltoreq.a+c+d+fand an iodine atom at at least one end of a molecule, which can provide a block copolymer which is useful as a grease.Type: GrantFiled: May 1, 1989Date of Patent: October 9, 1990Assignee: Daikin Industries Ltd.Inventors: Masayoshi Tatemoto, Yuji Yutani, Koji Fujiwara
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Patent number: 4947006Abstract: Preparing fluorinated conjugated olefinic products having, among others, the formulae:R.sub.x O--(CF.dbd.CF).sub.m --F (A)R.sub.x O--(CF.dbd.CF).sub.m --OR.sub.x (B)F--(CF.dbd.CF).sub.m --F (C), andR.sub.y --(CF.dbd.CF).sub.m --F (D)wherein:R.sub.x and R.sub.y represent, among others, a perhalogenated alkyl radical containing from 1 to 10 carbon atoms in the case of R.sub.x and from 1 to 9 carbon atoms in the case of R.sub.y, andm is a numeral in the range of from 2 to 10.These olefinic products are obtained by reacting telomeric products having, among others, the formulae:R.sub.x O--(CFCl--CFCl).sub.m --FR.sub.x O--(CFCl--CFCl).sub.m --OR.sub.xF--(CFCl--CFCl).sub.m --F, andR.sub.y --(CFCl--CFCl).sub.Type: GrantFiled: June 29, 1989Date of Patent: August 7, 1990Assignee: AUSIMONT S.r.l.Inventors: Antonio Marraccini, Antonio Pasquale, Tiziana Fiorani
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Patent number: 4946992Abstract: Heteroatom containing perfluoroalkyl terminated neopentyl glycols of the formulas HO[--CH.sub.2 C(CH.sub.2 X--E--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H or HO[--CH.sub.2 C(CH.sub.2 X--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H are prepared from halogenated neopentyl glycols or oxetanes and thiols of the formula R.sub.f --E--SH, amines of the formuls R.sub.f --E--NH--R, alcohols of the formula R.sub.f --E--OH or perfluoro-amides, wherein R.sub.f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms.The polymeric reaction products of said fluorinated diols, and optionally other diols with isocyanates to prepare polyurethanes; with amines and isocyanated to prepare polyureas/polyurethanes; with acids or derivatives to prepare polyesters or polycarbonates are disclosed. These include polymeric, random or block urethane, and/or urea, and/or ester compositions containing the residue of at least one R.sub.Type: GrantFiled: April 14, 1989Date of Patent: August 7, 1990Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Kirtland P. Clark, Athanasios Karydas, Michael Jacobson
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Patent number: 4929769Abstract: A halogenated polyether is provided having a chemical structure which has been found to possess the requisite characteristics for satisfactory service as a promoter of good adhesion between a polymeric surface (e.g., a polyethylene terephthalate tire cord) and an elastomeric material (e.g., rubber). The halogenated polyether may be formed by (1) the reaction of an organic polyhydroxy compound with epihalohydrin (e.g., epichlorohydrin) to create ether linkages, (2) the epoxidation of the ends of the ether chains which extend from the residual portion of the organic polyhydroxy compound, and (3) the substantial hydrolysis of the epoxy groups (as described). The resulting halogenated polyether is substantially free of epoxy groups, contains at least one 2-halomethyloxyethylene unit, and contains 2,3-dihydroxypropyl end groups (as described). Such halogenated polyether optionally may be provided in the form of an oligomer (as described).Type: GrantFiled: April 28, 1989Date of Patent: May 29, 1990Assignees: Hoechst Celanese Corporation, Alkaril Chemicals, Inc.Inventors: Norman S. Anderson, Albert L. Promislow, Randy L. Rayborn, Rastko Vukov