Fluorine Patents (Class 568/615)
  • Patent number: 10233274
    Abstract: A curable composition contains a polymerizable compound and a polymerization initiator. The polymerization initiator initiates polymerization to cure the polymerizable compound. The curable composition further contains compounds having the following general formulae (1) and (2): wherein X1 is selected from a hydroxy group, a carboxy group, a sulfo group, an amino group, and an alkoxy group, l1 denotes an integer in the range of 0 to 7, m1 denotes an integer in the range of 1 to 5, and n1 denotes an integer in the range of 1 to 16, and X2 is selected from a hydroxy group, a carboxy group, a sulfo group, an amino group, and an alkoxy group, l2 denotes an integer in the range of 0 to 7, m2 denotes an integer in the range of 1 to 5, and n2 denotes an integer in the range of 1 to 16.
    Type: Grant
    Filed: May 21, 2013
    Date of Patent: March 19, 2019
    Assignee: Canon Kabushiki Kaisha
    Inventors: Chieko Mihara, Toshiki Ito, Motoki Okinaka
  • Patent number: 10029981
    Abstract: The present invention provides a process for producing a perfluoropolyoxyalkylene peroxide compound comprising a step of reacting a perfluoroalkene with oxygen, wherein the reaction of the perfluoroalkene with oxygen is performed in a microreactor.
    Type: Grant
    Filed: December 8, 2016
    Date of Patent: July 24, 2018
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Keiichirou Watanabe, Hideki Nakaya, Motohisa Shino, Tatsuya Takakuwa, Kazunori Morimoto
  • Patent number: 8975445
    Abstract: A process for the manufacture of a functional (per)fluoropolyether derivative comprising at least one triazole group, such process comprising: (1) reacting a (per)fluoropolyether hydroxyl derivative having at least one hydroxyl group [derivative (PFPE-OH)] with an activating agent, to yield an activated (per)fluoropolyether hydroxyl derivative comprising at least one activated hydroxyl group [derivative (a-PFPE-OH)];(2) reacting said activated (per)fluoropolyether hydroxyl derivative [derivative (a-PFPE-OH)] with at least one azide salt to yield a functional (per)fluoropolyether derivative comprising at least one azido group [derivative (PFPE-N3)] ; and (3) reacting said functional (per)fluoropolyether derivative comprising at least one azido group [derivative (PFPE-N3)] with a hydrocarbon compound having a terminal alkyne group to yield a functional (per)fluoropolyether derivative comprising at least one triazole group [derivative (PFPE-azole)].
    Type: Grant
    Filed: April 2, 2010
    Date of Patent: March 10, 2015
    Assignee: Solvay Specialty Polymers Italy S.p.A.
    Inventors: Prakash Wadgaonkar, Shamal Menon, Claudio Adolfo Pietro Tonelli
  • Patent number: 8946486
    Abstract: A method of forming an alkoxylated fluoroalcohol is accomplished by providing a boron compound having or providing at least one boron-oxygen bond and an iodine source. The boron compound and iodine source are combined with reactants of a fluoroalcohol and an alkylene oxide in the presence of a base. The reactants are allowed to react to form an alkoxylated fluoroalcohol reaction product.
    Type: Grant
    Filed: December 1, 2008
    Date of Patent: February 3, 2015
    Assignee: Tyco Fire & Security GmbH
    Inventor: Thomas Joseph Martin
  • Patent number: 8865944
    Abstract: A process for purifying a polyol (per)fluoropolyether derivative [polyol (P)] from a mixture of hydroxyl (per)fluoropolyether derivatives [mixture (M)]. Such polyol (P) comprising one or more hydroxyl (per)fluoropolyether derivatives [PFPE (OH)] comprising at least one (per)fluoropolyoxyalkylene chain (chain Rf) and at least one end-group having formula (t3) —CF2CH2OCH2CH(OH)CH2OCH2CH(OH)CH2OH. Such mixture (M) comprising the polyol (P) and at least one PFPE (OH) different from the polyol (P) and comprising at least one chain Rf and at least one end-group selected from end-groups having formula (t1) —CF2CH2OH and formula (t2) —CF2CH2OCH2CH(OH)CH2OH.
    Type: Grant
    Filed: May 6, 2010
    Date of Patent: October 21, 2014
    Assignee: Solvay Specialty Polymers Italy S.p.A.
    Inventors: Graziano Giuseppe Vezzulli, Piero Gavezotti, Fabrizio Mutta, Claudio Adolfo Pietro Tonelli
  • Publication number: 20140234666
    Abstract: A novel lubricant comprising a perfluoropoyether (PFPE) molecule terminated with a benzene molecule or a functional benzene molecule for a magnetic recording media structure is disclosed. The magnetic recording media structure includes a substrate, a magnetic recording layer for recording information disposed over the substrate, a protective overcoat layer for protecting the magnetic recording layer disposed over the magnetic recording layer, and a lubricant layer disposed over the protective overcoat layer and comprising a perfluoropoyether (PFPE) molecule terminated with a benzene molecule or a functional benzene molecule.
    Type: Application
    Filed: February 19, 2013
    Publication date: August 21, 2014
    Applicant: WD MEDIA, INC.
    Inventor: WD Media, Inc.
  • Publication number: 20140198409
    Abstract: According to various embodiments, a lubricating layer for providing lubrication to a magnetic recording medium includes a perfluoropolyether (PFPE) represented by: X—CF2CF2O(C3F6O)mCF2CF2—X, wherein m is in a range from 4 to 8 on average, and wherein X is This lubricating layer may be used in a magnetic disk, which includes a recording layer positioned above a nonmagnetic substrate, a protective film layer positioned above the recording layer, and the lubricating layer positioned above the protective film layer.
    Type: Application
    Filed: January 15, 2013
    Publication date: July 17, 2014
    Applicant: HGST NETHERLANDS B.V.
    Inventors: Yoshihiko Ooeda, Hiroyuki Matsumoto, Sukefumi Ito, Yoko Saito
  • Publication number: 20140135244
    Abstract: The invention relates to (per)fluoropolyether block copolymers comprising: A) a fluoropolyoxyalkylene segment (chain Ra) comprising one or more units of formula (CHXCF2CF2O)— in which X is hydrogen or fluorine; B) a (per)fluoropolyoxyalkylene segment (chain Rf), that is to say a segment comprising recurring units having at least one catenary ether bond and at least one fluorocarbon moiety, said (per)fluoropolyoxyalkylene segment being different from chain Ra and having a molecular weight higher than 400 g/mol. These copolymers are endowed with improves lubricant properties or with improved water and oil-repellence properties.
    Type: Application
    Filed: June 20, 2012
    Publication date: May 15, 2014
    Applicant: SOLVAY SPECIALTY POLYMERS ITALY S.P.A.
    Inventors: Claudio Adolfo Pietro TONELLI, Simonetta Antonella FONTANA, Marco GALIMBERTI, Piero GAVEZOTTI
  • Publication number: 20140123876
    Abstract: The invention relates to a hydroxy compound of formula (I) wherein n is an integer equal to or higher than 1 as an intermediate for the preparation of compounds of formulae (IIa) and (IIIb) as defined in the specification that can be used as water and oil resistance agents. The invention further relates to water and oil resistance compositions containing compounds (IIa) and (IIb).
    Type: Application
    Filed: June 1, 2012
    Publication date: May 8, 2014
    Applicant: SOLVAY SPECIALTY POLYMERS ITALY S.P.A.
    Inventors: Simonetta Antonella Fontana, Claudio Adolfo Pietro Tonelli, Piero Gavezotti
  • Patent number: 8648217
    Abstract: A modified carbonaceous material having chemically bound on its surface at least one fluoropolyoxyalkylene chain (chain Rf) and a process for the modification of a carbonaceous material [material (C)]. The process comprises: contacting the material (C) with a (per)fluoropolyether peroxide comprising at least one peroxidic moiety comprised between sp3 carbon atoms and at least one fluoropolyoxyalkene chain (chain Rf), i.e. a fluorocarbon segment comprising ether linkages in main chain [peroxide (P)]; and heating the material (C) while in contact with the peroxide (P) at a temperature exceeding decomposition temperature of the peroxide (P).
    Type: Grant
    Filed: August 4, 2008
    Date of Patent: February 11, 2014
    Assignee: Solvay Solexis S.p.A.
    Inventors: Walter Navarrini, Maurizio Sansotera, Pierangelo Metrangolo, Pietro Cavallotti, Giuseppe Resnati
  • Patent number: 8591761
    Abstract: An apparatus is provided that includes a device and a mechanism for heat transfer that includes a provided hydrofluoroether having high temperature stability. Also provided is a method of transferring heat and a composition that includes a provided hydrofluoroether.
    Type: Grant
    Filed: August 13, 2012
    Date of Patent: November 26, 2013
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Michael G. Costello, Michael J. Bulinski
  • Patent number: 8513471
    Abstract: A process for the manufacture of a polyol (per)fluoropolyether derivative comprising: 1. reacting at least one triol having two protected hydroxyl functions and a free hydroxyl group with an activating agent, to yield an activated protected triol; 2. reacting the activated protected triol with a functional (per)fluoropolyether derivative of formula: T2-O—Rf-T1, wherein: Rf represents a fluoropolyoxyalkene chain which is a fluorocarbon segment comprising ether linkages in main chain; T1 and T2, equal to or different from each other, are independently selected from non-functional groups of formula: —CF3, —CF2—CF3, —CF2Cl, —CF2CF2Cl, —CF2—COF, —COF: and functional hydroxyl groups comprising at least one hydroxyl group, with the provisio that at least one of T1 and T2 is a functional hydroxyl group as above detailed to yield a protected polyol (per)fluoropolyether derivative; and 3. deprotecting the protected polyol (per)fluoropolyether derivative to yield the polyol (per)fluoropolyether derivative.
    Type: Grant
    Filed: October 3, 2008
    Date of Patent: August 20, 2013
    Assignee: Solvay Solexis S.p.A.
    Inventors: Claudio Tonelli, Graziano Giuseppe Vezzulli, Rosaldo Picozzi, Piero Gavezotti, Antonella Di Meo
  • Patent number: 8481774
    Abstract: Provided is a method for producing a tetrafluoro nitrogen-containing heterocyclic compound such as tetrafluoropyrrolidine in good yield and at low cost. The method comprises the steps of: (A) reacting a compound represented by the formula (I) with fluorine gas to produce a tetrafluoro compound represented by the formula (II), (B) converting the tetrafluoro derivative represented by the formula (II) to a compound represented by the formula (III), and (C) reacting the compound represented by the formula (III) with an amine compound represented by the formula NH2R9 to produce a tetrafluoro nitrogen-containing heterocyclic compound represented by the formula (IV) or salt thereof.
    Type: Grant
    Filed: October 2, 2009
    Date of Patent: July 9, 2013
    Assignee: Nippon Soda Co., Ltd.
    Inventor: Yasuhiro Miyashita
  • Patent number: 8323524
    Abstract: An apparatus is provided that includes a device and a mechanism for heat transfer that includes a provided hydrofluoroether having high temperature stability. Also provided is a method of transferring heat and a composition that includes a provided hydrofluoroether.
    Type: Grant
    Filed: October 1, 2009
    Date of Patent: December 4, 2012
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Michael G. Costello, Michael J. Bulinski
  • Patent number: 8304576
    Abstract: Halogenated ?-fluoroethers (or bis-derivatives thereof) can be produced by reacting a halogenated hemiacetal (or bis-derivative thereof) with sulfuryl fluoride (SO2F2) in the presence of an organic base. The reaction is conducted preferably in the presence of “a salt or complex of an organic base with hydrogen fluoride”, whereby the objective dehydroxyfluorination can proceed extremely favorably. It is still preferable to use as the starting substrate a halogenated hemiacetal prepared from fluoral or 3,3,3-trifluoropyruvic acid ester. Thus, industrially important halogenated ?-fluoroethers can be industrially produced with high selectivity and in high yield.
    Type: Grant
    Filed: May 14, 2009
    Date of Patent: November 6, 2012
    Assignee: Central Glass Company, Limited
    Inventors: Akihiro Ishii, Manabu Yasumoto
  • Publication number: 20120259143
    Abstract: Disclosed is a fluorinated alkylalkoxylate compound of Formula 1, Rf—O—(CF2)x(CH2)y—O—(QO)z—H ??(1) wherein Rf is a linear or branched perfluoroalkyl having 1 to 6 carbon atoms optionally interrupted by one to three ether oxygen atoms; x is an integer of 1 to 6; y is an integer of 1 to 6; Q is a linear 1,2-alkylene group of the formula CmH2m where m is an integer of 2 to 10; and z is an integer of 1 to 30.
    Type: Application
    Filed: April 7, 2011
    Publication date: October 11, 2012
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Kenneth Gene Moloy, Sheng Peng, Sourav Kumar Sengupta
  • Patent number: 8278256
    Abstract: Polymers of formula Q-O-[A-B]z-[A-B?]z-A-Q???(I) wherein: A=-(X)a—O-A?-(X?)b— with A?=perfluoropolyether chain and X, X?=—CF2—, —CF2CF2—; a, b=0.1 with the proviso that a=1 if A is linked to Q-O—; b=0 when A is linked to Q?; B derives from homopolymerizable olefins by radical route, of formula: —[(CR1R2—CR3R4)j(CR5R6—CR7R8)j?]—??(Ia) wherein j is an integer from 1 to 30, j? is an integer from 0 to 29 with the proviso that (j+j?) is higher than 2 and lower than 30; R1-R8 are halogen; H; C1-C6 (per)haloalkyl; C1-C6 alkyl; or C1-C6 oxy(per)fluoroalkyl; B?=B but at least one among R1-R8 has a meaning different from that in B; z, z? are such that the number average molecular weight of the polymer of formula (I) is between 500 and 150,000; Q, Q?=C1-C3 (per)fluoroalkyl or functional end group —(CFW)-Dq-Tk; W=F, CF3; k and q are integers, k ranges from 1 to 4, q is an integer and is equal to 0 or 1; with the proviso that at least one of Q, Q? is functional end group.
    Type: Grant
    Filed: November 29, 2007
    Date of Patent: October 2, 2012
    Assignee: Solvay Solexis S.p.A.
    Inventors: Giuseppe Marchionni, Pier Antonio Guarda, Marco Avataneo
  • Patent number: 8258090
    Abstract: Fluorinated lubricants of formula: T-O-[A-B]z-[A-B?]z?-A-T???(I) wherein: A=—(X)a—O-A?-(X?)b wherein A? is a perfluoropolyether chain comprising units (CF2O), (CF2CF2O), (CF2CF2CF2O), (CF2CF2CF2CF2O); X, X?=—CF2—, —CF2CF2—; a, b=0 or 1; B derives from olefins, of which at least one homopolymerizable by radical route, of formula: —[(CR1R2—CR3R4)j(CR5R6—CR7R8)j?]—??(Ia) wherein j=1-5, j?=0-4 and 2<(j+j?)<5; R1-R8=halogen, H, C1-C6 (per)haloalkyl, C1-C6 alkyl, C1-C6 oxy(per)-fluoroalkyl; z?2; z? is 0 or an integer; z, z? are such that the number average molecular weight of the polymer of formula (I) is in the range 500-500,000; B?=(Ia) but at least one of R1-R8 has a meaning different than that in B and 2?(j+j?)<5; T, T?=C1-C3 perfluoroalkyl, C1-C6 alkyl and compositions thereof.
    Type: Grant
    Filed: November 29, 2007
    Date of Patent: September 4, 2012
    Assignee: Solvay Solexis S.p.A.
    Inventors: Marco Avataneo, Pier Antonio Guarda, Giuseppe Marchionni, Patrizia Maccone, Giovanni Boccaletti
  • Patent number: 8247614
    Abstract: Fluorinated copolymers are prepared via copolycondensation polymerization in a process comprising reacting A) a telechelic fluoroazido compound of formula N3(Y)p—(CH2)n—R—(CH2)m—(Y)pN3, wherein Y is SO, SO2, C6H4, or CO, p=0 or 1, n and m are independently 1 to 4, and R is selected from the group consisting of i) a C3-C10 fluoroalkylene group, ii) a C3-C10 fluoroalkoxylene group, iii) a substituted aryl group, iv) an oligomer comprising copolymerized units of vinylidene fluoride and perfluoro(methyl vinyl ether), v) an oligomer comprising copolymerized units of vinylidene fluoride and hexafluoropropylene, vi) an oligomer comprising copolymerized units of tetrafluoroethylene and perfluoro(methyl vinyl ether), and vii) an oligomer comprising copolymerized units of tetrafluoroethylene and a hydrocarbon olefin with B) a telechelic diyne or dinitrile compound in the presence of copper halide catalyst.
    Type: Grant
    Filed: June 17, 2009
    Date of Patent: August 21, 2012
    Assignees: E I du Pont de Nemours and Company
    Inventors: Ming-Hong Hung, Bruno Ameduri, Bernard Boutevin, Aurelien Soules
  • Patent number: 8217126
    Abstract: Disclosed herein are novel fluoroolefins of formula Rf—O—(CF2CF2)n(CH2CF2)m—CH?CH2, wherein n is 1 or 2, m is 0 or 1 and Rf is a C1-C8 fluoroalkyl or fluoroalkoxy group. The fluoroolefins may be oxidized to manufacture fluorinated carboxylic acids. Also disclosed are fluoropolymers comprising copolymerized units of the fluoroolefins of the invention and at least one other fluoromonomer.
    Type: Grant
    Filed: October 14, 2008
    Date of Patent: July 10, 2012
    Assignee: E I du Pont de Nemours and Company
    Inventors: Ming-Hong Hung, Sheng Peng
  • Publication number: 20120148875
    Abstract: A magnetic disk with which further reduction of magnetic spacing can be realized and which has high reliability under such circumstances of a lower floating amount of a magnetic head involved in the recent rapid increase in recording density and of extremely severe environmental resistance involved in diversification in use applications is provided.
    Type: Application
    Filed: June 22, 2011
    Publication date: June 14, 2012
    Applicant: WD MEDIA (SINGAPORE) PTE. LTD.
    Inventors: Katsushi Hamakubo, Kae Itoh, Koichi Shimokawa
  • Patent number: 8173848
    Abstract: A compound comprising Formula 5 RfOCFHCF2O(CH2CH2O)v—H??Formula 5 wherein Rf is CcF(2c+1); c is 2 to about 6; and v is 2 to about 4; and a process for its preparation comprising contacting a compound of Formula 6 Rf—O—CF?CF2??Formula 6 wherein Rf is CcF(2c+1), and c is 2 to about 6, with a compound of Formula 7 HO—(CH2CH2O)v—H??Formula 7 wherein v is 2 to about 4.
    Type: Grant
    Filed: July 1, 2008
    Date of Patent: May 8, 2012
    Assignee: E.I. du Pont de Nemours and Company
    Inventor: Stephan James Mclain
  • Publication number: 20120090504
    Abstract: Disclosed is a graft copolymer in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3). The graft copolymer is an oligomer compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having, when used as an active ingredient of a mold-releasing agent, mold release performance equivalent to that of a compound having a perfluoroalkyl group containing 8 or more carbon atoms.
    Type: Application
    Filed: June 3, 2010
    Publication date: April 19, 2012
    Applicant: UNIMATEC CO., LTD.
    Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
  • Publication number: 20110319516
    Abstract: Release agents with increased affinity toward nano-imprint lithography template surfaces interact strongly with the template during separation of the template from the solidified resist in a nano-imprint lithography process. The strong interaction between the surfactant and the template surface reduces the amount of surfactant pulled off the template surface during separation of a patterned layer from the template in an imprint lithography cycle. Maintaining more surfactant associated with the surface of the template after the separation of the patterned layer from the template may reduce the amount of surfactant needed in a liquid resist to achieve suitable release of the solidified resist from the template during an imprint lithography process. Strong association of the release agent with the surface of the template facilitates the formation of ultra-thin residual layers and dense fine features in nano-imprint lithography.
    Type: Application
    Filed: September 7, 2011
    Publication date: December 29, 2011
    Applicant: MOLECULAR IMPRINTS, INC.
    Inventors: Frank Y. Xu, Weijun Liu
  • Patent number: 8071696
    Abstract: The invention relates to novel crosslinkable copolymers of formula wherein the variables are as defined in the claims. The copolymers of the invention are especially useful for the manufacture of biomedical moldings, for example ophthalmic moldings such as in particular contact lenses.
    Type: Grant
    Filed: April 28, 2011
    Date of Patent: December 6, 2011
    Assignee: Novartis AG
    Inventors: Thomas Hirt, Jacalyn Marie Schremmer, Troy Vernon Holland, Dieter Lohmann
  • Patent number: 8058481
    Abstract: Described is a process for the alkoxylation of alcohols with I, Cl, or CH3CO2 endgroups, using alkylene epoxides in the presence of boron based catalysts.
    Type: Grant
    Filed: April 30, 2009
    Date of Patent: November 15, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Kenneth Gene Moloy, James A. Schultz
  • Patent number: 8053606
    Abstract: A fluorinated alkylalkoxylate, and a process for its preparation in which at least one fluorinated alcohol is contacted with at least one alkylene epoxide in the presence of a catalyst system comprising an alkali metal borohydride, and an organic quaternary salt.
    Type: Grant
    Filed: April 30, 2009
    Date of Patent: November 8, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Karl Jeffrey Sweetman, Scott Andrew Backer
  • Publication number: 20110257073
    Abstract: A method of making a fluorinated ether includes combining, in a polar aprotic solvent: a fluorinated alcohol represented by the formula X—Rf1CH2OH, and a fluorinated sulfonate ester represented by the formula Rf2CH2OS(?O)2Rf3, and base; and obtaining a fluorinated ether represented by the formula Y—Rf1CH2OCH2Rf2—Y. Rf1 is selected from perfluorinated C1-C10 alkylene groups having from 1 to 10 carbon atoms and partially fluorinated C1-C10 alkylene groups, and derivatives thereof having catenated heteroatom(s). X represents H, F, or an HOCH2— group. Rf2 is selected from perfluorinated C1-C10 alkyl groups and partially fluorinated C1-C10 alkyl groups, and derivatives thereof having catenated heteroatom(s). Rf3 is a C1-C4 alkyl group. Y represents H, F, or an Rf2CH2OCH2— group. A variant method, useful for preparing symmetric fluorinated ethers, is also disclosed. The present disclosure also provides fluorinated ethers preparable according to the methods.
    Type: Application
    Filed: June 27, 2011
    Publication date: October 20, 2011
    Inventors: Richard M. Flynn, Michael J. Bulinski, Michael G. Costello
  • Patent number: 8039677
    Abstract: The present invention provides a fluorinated alkylalkoxylate of Formula (1) Rf—(CH2CF2)n(CH2)m—(CH2CH2O)p—XH??(1) wherein Rf is a linear or branched perfluoroalkyl group of 1 to 6 carbon atoms; n is an integer from 1 to 4; X is O; m is an integer from 1 to 6; and p is an integer from 1 to about 40; and a method of altering the surface behavior of a liquid with the fluorinated alkylalkoxylate of Formula (1).
    Type: Grant
    Filed: April 30, 2009
    Date of Patent: October 18, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Sheng Peng, Sourav Kumar Sengupta
  • Publication number: 20110237676
    Abstract: Provided herein are new spermicidal compositions that include one or more fluorous surfactants, e.g., non-ionic fluorous surfactants, anionic fluorous surfactants, cationic fluorous surfactants, and combinations thereof. Also provided are methods of preventing fertilization of an ovum, which include a step of contacting at least one spermatozoon with one or more fluorous surfactants. Additionally described herein are methods of preventing infection, which include a step of contacting at least one infectious pathogenic microorganism with one or more fluorous surfactants. Numerous fluorine-containing surfactants are demonstrated to be efficacious as human spermicides.
    Type: Application
    Filed: August 20, 2008
    Publication date: September 29, 2011
    Applicant: LEHIGH UNIVERSITY
    Inventors: Barry Bean, Robert A Flowers, Jennifer J Venditti, Rajni Singh
  • Patent number: 8012920
    Abstract: The present invention provides a lubricant for forming a lubricating layer which is useful in preventing fly and stiction and/or corrosion at an extremely small flying height of 10 nm or less, which is prevented from migrating at a high rotational speed of 5400 rpm or more, which has high adhesion, and which is suitable for a load/unload method. A crude lubricant containing at least one perfluoropolyether is degassed and then purified. Alternatively, a liquid crude lubricant containing at least one perfluoropolyether is purified by vaporizing the crude lubricant and then liquefying the vapor of the perfluoropolyether within a distance less than the mean free path of molecules of the perfluoropolyether. A magnetic disk is prepared in such a manner that a carbonaceous protective layer is formed above a substrate and a lubricating layer is formed on the protective layer using of the lubricant. The lubricant contains the perfluoropolyether and has a molecular weight distribution of 1.3 or less.
    Type: Grant
    Filed: January 12, 2005
    Date of Patent: September 6, 2011
    Assignee: WD Media (Singapore) Pte. Ltd.
    Inventor: Koichi Shimokawa
  • Publication number: 20110178323
    Abstract: Provided is a method for producing a tetrafluoro nitrogen-containing heterocyclic compound such as tetrafluoropyrrolidine in good yield and at low cost. The method comprises the steps of: (A) reacting a compound represented by the formula (I) with fluorine gas to produce a tetrafluoro compound represented by the formula (II), (B) converting the tetrafluoro derivative represented by the formula (II) to a compound represented by the formula (III), and (C) reacting the compound represented by the formula (III) with an amine compound represented by the formula NH2R9 to produce a tetrafluoro nitrogen-containing heterocyclic compound represented by the formula (IV) or salt thereof.
    Type: Application
    Filed: October 2, 2009
    Publication date: July 21, 2011
    Applicant: NIPPON SODA CO., LTD.
    Inventor: Yasuhiro Miyashita
  • Publication number: 20110152567
    Abstract: To provide a method for producing a perfluoro compound having hydroxyl groups, whereby agglomeration of a reduction reaction intermediate tends not to occur during a reduction reaction, and a perfluoro compound having —C(?O)OH can be used as a starting material. Reducing (A-C(?O)=Q=)nRfn in the presence of a metal hydride and an inorganic salt of lithium in an alcohol solvent to obtain (B—CH(OH)-Q-)n-m,(A-C(?O)-Q-)mRfn, wherein A is a hydroxyl group, a C1-5 alkoxy group, a hydrogen atom, a C1-5 alkyl group or the like, Q is a perfluoroalkylene group or the like, n is an integer of at least 1, m is an integer at least 0 and less than n, Rfn is an n valent perfluoro saturated hydrocarbon group or the like, and B is a group depending on A wherein when A is a hydroxyl group, a C1-5 alkoxy group or the like, B is a hydrogen atom, and when A is a hydrogen atom, a C1-5 alkyl group or the like, B is the same group as A.
    Type: Application
    Filed: March 2, 2011
    Publication date: June 23, 2011
    Applicant: ASAHI GLASS COMPANY, LIMITED
    Inventors: Daisuke SHIRAKAWA, Yoshiyuki Gozu, Yoshitomi Morisawa
  • Patent number: 7964552
    Abstract: This invention relates to surfactant compositions comprising a fluorosurfactant and a siloxane surfactant wherein the fluorosurfactant exhibits a disproportionate effect upon the resulting surfactant composition's ability to lower equilibrium surface tension. The fluorosurfactants and siloxane surfactants identified by the present invention exhibit a desirable disproportionate effect from the fluorosurfactant acting upon the resulting surfactant composition's ability to lower equilibrium surface tension. Because of this disproportionate effect, surfactant compositions of the present invention with no more than 21 weight percent fluorosurfactant have nearly identical ability to lower equilibrium surface tensions compared with surfactant compositions having higher amounts of fluorosurfactant.
    Type: Grant
    Filed: November 13, 2007
    Date of Patent: June 21, 2011
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Axel Hans-Joachim Herzog, Shaun Raymond Rinehimer
  • Patent number: 7956135
    Abstract: The invention relates to novel crosslinkable copolymers of formula wherein the variables are as defined in the claims. The copolymers of the invention are especially useful for the manufacture of biomedical moldings, for example ophthalmic moldings such as in particular contact lenses.
    Type: Grant
    Filed: January 21, 2009
    Date of Patent: June 7, 2011
    Assignee: Novartis AG
    Inventors: Thomas Hirt, Jacalyn Marie Schremmer, Troy Vernon Holland, Dieter Lohmann
  • Publication number: 20110092665
    Abstract: Process for the oligomerization of hexafluoropropylene oxiyde (HFPO) in which the sum of the dimers, trimers, tetramers, pentamers and hexamers represents less than 20% of the weight of the polymerized HFPO, the oligomers other than the dimers, trimers, tetramers, pentamers and hexamers (the remaining oligomers) having an average molecular weight ranging between 1100 and 4000 g/mol, characterized in that the process comprises the steps of contacting hexafluoropropylene oxide (HFPO) at a temperature between ?30° C. to +50° C.
    Type: Application
    Filed: March 25, 2009
    Publication date: April 21, 2011
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventor: Bernard Danner
  • Publication number: 20110079043
    Abstract: An apparatus is provided that includes a device and a mechanism for heat transfer that includes a provided hydrofluoroether having high temperature stability. Also provided is a method of transferring heat and a composition that includes a provided hydrofluoroether.
    Type: Application
    Filed: October 1, 2009
    Publication date: April 7, 2011
    Inventors: Richard M. Flynn, Michael G. Costello, Michael J. Bulinski
  • Patent number: 7737307
    Abstract: A compound comprising Formula I, or a mixture thereof, Rf—OCFHCF2O—[CH2CH2O]x—[C3H7O]y-A??Formula I wherein Rf is CnF2n+1, n is 1 to about 6, x is a mixture of positive integers and is 4 or greater, y is 0 to about 4, provided that the ratio of y to x is equal to or less than 0.25, A is RfOCHFCF2 or CmH2m+1, and m is 1 to about 24 and its use in lowering surface tension and imparting improved surface effects is disclosed.
    Type: Grant
    Filed: August 6, 2007
    Date of Patent: June 15, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Peter Michael Murphy, Andrew Edward Feiring, Stephan James McLain, Jessica Sinks
  • Patent number: 7534845
    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: December 18, 2006
    Date of Patent: May 19, 2009
    Assignee: Solvay Solexis S.p.A.
    Inventor: Walter Navarrini
  • Patent number: 7521519
    Abstract: The invention relates to novel crosslinkable copolymers of formula wherein the variables are as defined in the claims. The copolymers of the invention are especially useful for the manufacture of biomedical molding, for example ophthalmic moldings such as in particular contact lenses.
    Type: Grant
    Filed: March 14, 2000
    Date of Patent: April 21, 2009
    Assignee: Novartis AG
    Inventors: Thomas Hirt, Jacalyn Marie Schremmer, Troy Vernon Holland, Dieter Lohmann
  • Patent number: 7488852
    Abstract: Processes for the preparation of perfluoropolyethers having structural formula R1O—(CF2O)n—(CF2CF2O)mR2??(I) wherein: R1 is —CH3 or —C2H5; R2 is equal to R1 or —CF2H n is 0 or an integer from 1 to 100; m is an integer from 1 to 100 or, when R2 is —CF2H, m can also be 0; the oxyfluoroalkylene units —(CF2CF2O)— and —(CF2O)— are statistically distributed along the polymer chain.
    Type: Grant
    Filed: July 28, 2006
    Date of Patent: February 10, 2009
    Assignee: Ausimont S.p.A.
    Inventors: Giuseppe Marchionni, Mario Visca
  • Patent number: 7465837
    Abstract: 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: Grant
    Filed: August 10, 2006
    Date of Patent: December 16, 2008
    Assignee: International Business Machines Corporation
    Inventors: Richard A. DiPietro, Hiroshi Ito
  • Publication number: 20080306308
    Abstract: A process for preparing a fluorine-containing alkoxyalkane represented by the general formula (1) R1—O—R2—O—R3 where at least one of R1, R2 and R3 contains one or more fluorine atoms. An alcohol with the highest acidity selected from the group consisting of the compounds represented by the general formula (2) R1—OH, the general formula (3) R3—O—R2—OH, the general formula (4) R1—O—R2—OH, and the general formula (5) R3—OH is reacted with at least one selected from the group consisting of the compounds represented by the general formula (6) Lg-R2—O—R3, the general formula (7) Lg-R1, the general formula (8) Lg-R3, and the general formula (9) Lg-R2—O—R1 where Lg represents an anionic leaving group in the presence of a basic compound.
    Type: Application
    Filed: June 4, 2008
    Publication date: December 11, 2008
    Inventors: Tetsuo Nanno, Masaki Deguchi
  • Patent number: 7408019
    Abstract: A novel fluorinated ether compound useful as an inert medium is provided. The compound is represented by the following formula (1) such as the compound represented by the following formula (1a) or the compound represented by the following formula (1b): RF1OCFRF2CFRF2ORF1 ??(1) F(CF2)4OCF(CF3)CF(CF3)O(CF2)4F ??(1a) F(CF2)6OCF(CF3)CF(CF3)O(CF2)6F ??(1b) wherein the symbols have the following meanings: RF1 is a C4-7 linear perfluoroalkyl group; and RF2 is a fluorine atom or a trifluoromethyl group.
    Type: Grant
    Filed: April 26, 2006
    Date of Patent: August 5, 2008
    Assignee: Asahi Glass Company, Limited
    Inventors: Masao Iwaya, Kazuya Oharu, Hirokazu Takagi, Hidekazu Okamoto
  • Patent number: 7393961
    Abstract: (Per)haloethers having formula: X-(Rf)L-O—CF2CF2—O—CX1X2—CFX3X4 , ??(I) process for obtaining them and hypofluorites usable in the synthesis of said (per)haloethers.
    Type: Grant
    Filed: March 8, 2005
    Date of Patent: July 1, 2008
    Assignee: Solvay Solexis S.p.A.
    Inventors: Giovanni Fontana, Walter Navarrini
  • Patent number: 7388114
    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: May 1, 2007
    Date of Patent: June 17, 2008
    Assignee: Asahi Glass Company, Limited
    Inventors: Daisuke Shirakawa, Takashi Okazoe, Kazuya Oharu, Shu-zhong Wang, Koichi Murata, Kengo Kawahara
  • Patent number: 7375253
    Abstract: A process for the synthesis of (per)fluorinated mono-functional carbonyl compounds having the following formula (I): F-A-RF—B—C(O)X1??(I) wherein: X1=F, CF3; A, B equal to or different from each other, are independently (per)fluoroalkylene or (per)fluorooxyalkylene groups; RF is —ORf1O— wherein Rf1=perfluoroalkylene or —ORf2, wherein Rf2 is a perfluorooxyalkylene chain; said process comprising the following steps: A) obtainment of the formula (II) mono-hypofluorite: FO—CFX2-A-RF—B—C(O)X1??(II) by partial fluorination with elemental fluorine of the carbonyl groups of the formula (III) compound: X2(O)C-A-RF—B—C(O)X1??(III) in the presence of a formula MeFy catalyst, Me being an alkaline or alkaline-earth metal or Ag, y=1 or 2; B) thermal decomposition of the compound (II) to give the compounds according to the following scheme: FO—CFX2-A-RF—B—C(O)X1 (II) - - - ?F-A-RF—B—C(O)X1 (I)+(O)CFX2.
    Type: Grant
    Filed: January 9, 2004
    Date of Patent: May 20, 2008
    Assignee: Solvay Solexis S.p.A.
    Inventors: Giovanni Fontana, Walter Navarrini
  • Patent number: 7288682
    Abstract: A process for separating bifunctional perfluoropolyethers (PFPEs) having two terminations —CH2OH from their mixtures with monofunctional PFPEs with one termination —CH2OH, of general formula X1—O—Rf—Y ??(I) wherein Rf is a perfluoropolyoxyalkylene chain having a number average molecular weight of 500-10,000; X1 and Y are end groups selected from —CFXCH2OH (wherein X is F or CF3), —CF3, —CF2Cl, —CF2CF2Cl, —C3F6Cl, —CF2Br, —CF2CF3, wherein at least one of the two end groups is —CFXCH2OH, said process comprising the steps of: a) addition of the PFPE mixture to an adsorbing solid phase, under stirring; b) filtration of the mixture obtained in a): c) addition to the solid phase filtered in b), of a PFPE mixture having an average functionality higher than that of the PFPE mixture of the liquid filtered in b); c2) filtration of the mixture obtained in c); and subsequent treatment of the solid phase separated in c2) with a polar solvent obtaining a liquid containing the PFPE having high functionality.
    Type: Grant
    Filed: July 8, 2005
    Date of Patent: October 30, 2007
    Assignee: Solvay Solexis S.p.A.
    Inventors: Alexandre Tchistiakov, Simonetta Fontana, Claudio Tonelli
  • Patent number: 7232932
    Abstract: A perfluoropolyether, a composition comprising the perfluoropolyether, a process for producing the perfluoropolyether, and a process for improving the thermostability of grease or lubricant are provided. The perfluoropolyether comprises perfluoroalkyl radical end groups in which the radical has at least 3 carbon atoms per radical and is substantially free of perfluoromethyl and perfluoroethyl end groups. The process for producing the perfluoropolyether can comprise (1) contacting a perfluoro acid halide, a C2-to C4-substituted ethyl epoxide, or a C3+ fluoroketone with a metal halide to produce an alkoxide; (2) contacting the alkoxide with either hexafluoropropylene oxide or tetrafluorooxetane to produce a second acid halide; (3) esterifying the second acid halide to an ester; (4) reducing the ester to its corresponding alcohol; (5) converting the alcohol with a base to a salt form; (6) contacting the salt form with a C3 or higher olefin to produce a fluoropolyether; and (7) fluorinating the fluoropolyether.
    Type: Grant
    Filed: March 30, 2004
    Date of Patent: June 19, 2007
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Jon L. Howell, Erik William Perez, Alfred Waterfeld, Chadron Mark Friesen, Joseph Stuart Thrasher
  • 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