Halogen In Alcohol Moiety Patents (Class 560/197)
  • Patent number: 8697903
    Abstract: A fluorinated ester monomer is provided having formula (1) wherein R1 is H, CH3 or CF3, R2 and R3 are H or a monovalent hydrocarbon group, or R2 and R3 forms a hydrocarbon ring, R4 is a monovalent hydrocarbon group, and k is 0 or 1. A polymer obtained from the monomer has transparency to radiation with a wavelength of up to 200 nm and appropriate alkaline hydrolysis, is constructed such that any of water repellency, water slip and surface segregation may be adjusted by a choice of its structure, and is useful in forming ArF immersion lithography materials.
    Type: Grant
    Filed: September 22, 2011
    Date of Patent: April 15, 2014
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Kinsho, Yuuki Suka, Yuji Harada, Koji Hasegawa, Takeshi Sasami
  • Publication number: 20140093737
    Abstract: There is provided a polymerizable composition comprising a compound (A) having a repeating unit having a perfluoropolyether structure and 4 or more polymerizable groups and represented by the specific general formula; an antireflection film comprising a transparent support having thereon at least one low refractive index layer, wherein the low refractive index layer is formed of the polymerizable composition; a polarizing plate comprising a polarization film and two protective films protecting the both surfaces of the polarization film, wherein at least one of the protective films is the antireflection film; an image display device comprising a display, and the antireflection film or the polarizing plate on the outermost surface of the display; and a water-repellent or oil-repellent film formed of the polymerizable composition.
    Type: Application
    Filed: September 26, 2013
    Publication date: April 3, 2014
    Applicant: FUJIFILM Corporation
    Inventors: Naozumi SHIRAIWA, Masauki HARADA
  • Publication number: 20130317251
    Abstract: Process for the manufacture of a compound of formula R1OOC—CH(OCH2F)—COOR, (I) or R3HNOC—CH(OCH2F)—CONHR4(II) wherein R1, R2, R3, R4 are equal or different from each other and are independently selected from H; an alkyl group having from 1 to 10 carbon atoms which is optionally substituted by at least one halogen atom; an aralkyl group; or an aryl group, comprising reacting a compound of formula R1OOC—CH(OCH2X)—COOR2 (III) or R3HNOC—CH(OCH2X)—CONHR4(IV) wherein X is a leaving group that can be substituted by nucleophilic substitution, and wherein R1, R2, R3, R4 have the same meaning as above, with at least one source of nucleophilic fluorine.
    Type: Application
    Filed: February 7, 2012
    Publication date: November 28, 2013
    Applicant: SOLVAY SA
    Inventors: Max Josef Braun, Uta Claassen
  • Patent number: 8426106
    Abstract: A Photoresist composition comprising a polymer comprising a structural unit derived from a compound represented by the formula (I): wherein R1 represents a hydrogen atom or a methyl group, R2 represents a C6-C12 aromatic hydrocarbon group which can have one or more substituents, R3 represents a cyano group or a C1-C12 hydrocarbon group which can have one or more substituents and which can contain one or more heteroatoms, A1 represents a single bond, —(CH2)g—CO—O—* or —(CH2)h—O—CO—(CH2)i—CO—O—* wherein g, h and i each independently represent an integer of ?1 to 6 and * represents a binding position to the nitrogen atom, a resin having an acid-labile group and being insoluble or poorly soluble in an aqueous alkali solution but becoming soluble in an aqueous alkali solution by the action of an acid, and an acid generator.
    Type: Grant
    Filed: October 12, 2010
    Date of Patent: April 23, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tatsuro Masuyama, Kazuhiko Hashimoto, Junji Shigematsu
  • Patent number: 8324331
    Abstract: A compound represented by general formula (a-i) below, and a polymeric compound having a structural unit represented by general formula (a-ii) below (wherein R represents a hydrogen atom, a lower alkyl group or a halogenated lower alkyl group; X represents a divalent organic group represented by general formula (x-1) below; and R1 represents an organic group having a fluorine atom).
    Type: Grant
    Filed: December 16, 2009
    Date of Patent: December 4, 2012
    Assignee: Daito Chemix Corporation
    Inventors: Toshiharu Shimamaki, Kenji Uenaga
  • Patent number: 8318877
    Abstract: A copolymer composition comprising monomers copolymerized in the following percentages by weight: (a) from about 20% to about 95% of a monomer, or mixture of monomers, of formula (I): CnF2n+1(CH2)x[(CF2CF2)y(CH2CH2)z]m-L-C(O)—C(R)?CH2??(I) wherein R is H, Cl, F or CH3, L is O, S, NH, S—(CH2)rO, S—(CH2)rNH, OC(O)NH—CH2CH2O, NHC(O)NHCH2CH2O, S—(CH2)rOC(O)NHCH2CH2O, or S(CH2)rNHC(O)NHCH2CH2O, and (b) from about 5% to about 80% of at least one of: (i) an alkyl (meth)acrylate monomer having a linear, branched or cyclic alkyl group of from about 6 to about 18 carbons; or (II) a monomer of formula (II) (R2)2N—R3—O—C(O)—C(R)?CH2??(II) wherein R is H, Cl, F or CH3, each R2 is independently a C1 to C4 alkyl; and R3 is a divalent linear or branched C1 to C4 alkylene; and wherein the nitrogen is from about 40% to 100% salinized; or (iii) a mixture thereof.
    Type: Grant
    Filed: May 20, 2008
    Date of Patent: November 27, 2012
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Weiming Qiu, Anilkumar Raghavanpillai, Peter Michael Murphy, Jessica Louise Flatter
  • Publication number: 20120276482
    Abstract: A radiation sensitive resin composition includes a first polymer having a group represented by a following formula (1), and a radiation sensitive acid generator. n is an integer of 2 to 4. X represents a single bond or a bivalent organic group. A represents a (n+1) valent linking group. Each Q independently represents a group that includes an alkali-dissociable group.
    Type: Application
    Filed: April 27, 2012
    Publication date: November 1, 2012
    Applicant: JSR Corporation
    Inventors: Takakazu Kimoto, Mitsuo Sato, Yusuke Asano, Tomohiro Kakizawa
  • Publication number: 20120271025
    Abstract: A method of preparing polydiorganosiloxane polyoxamide copolymers is described. These copolymers have at least one polydiorganosiloxane segment and at least two aminooxalylamino groups. The method can be used in the presence or absence of a solvent. Intermediates involved in the preparation of the copolymers are also described.
    Type: Application
    Filed: December 22, 2010
    Publication date: October 25, 2012
    Applicant: 3M Innovative Properties Company
    Inventors: David S. Hays, Richard G. Hansen
  • Patent number: 8263800
    Abstract: The present invention comprises a compound comprising Formula 1A, 1B, or 1C (Ra—O—CO—)2X??Formula 1A Ra—O—CO—X—CO—O—(CH2CH2)Rf??Formula 1B Ra—O—CO—X—CO—O—R??Formula 1C wherein Ra is the group Rf(CH2CF2)d—(CgH2g)—; RfOCF2CF2—(CgH2g)—; RfOCFHCF2O(CH2CH2O)v—(CgH2g)—; RfOCFHCF2O(CwH2w); RfOCF(CF3)CONH—(CgH2g); or Rf(CH2)h[(CF2CF2)i(CH2CH2)j]k; Rf is CcF(2c+1); d is 1 to about 3; g is 1 to 4; v is 1 to about 4; w is from about 3 to about 12; h is 1 to about 6; i, j, and k are each independently 1, 2, or 3, or a mixture thereof; provided that the total number of carbon atoms in group (vi) is from about 8 to about 22; X is a linear or branched difunctional alkyl sulfonate group —CeH(2e?1)(SO3M)-, wherein e is 2 or 3; M is a monovalent cation selected from the group consisting of hydrogen, ammonium, alkali metal, or alkaline earth metal; R is H or a linear or branched alkyl group CbH(2b+1)—; and b is from 1 to about 18.
    Type: Grant
    Filed: July 1, 2008
    Date of Patent: September 11, 2012
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Peter Michael Murphy, Tracy Hewat
  • Publication number: 20120226070
    Abstract: A fluorine-containing unsaturated carboxylic acid represented by formula (1), wherein R1 represents a polymerizable double-bond containing group, R3 represents a fluorine atom or fluorine-containing alkyl group, and W represents a bivalent linking group. This compound can provide a fluorine-containing polymer compound that has a weight-average molecular weight of 1,000-1,000,000 and contains a repeating unit represented by formula (2), wherein R3 and W are defined as above, each of R4, R5 and R6 independently represents a hydrogen atom, fluorine atom or monovalent organic group, at least two of R4, R5 and R6 may be combined to form a ring. This polymer compound can provide a chemically amplified resist composition that is transparent to KrF or ArF excimer laser light and has a high resolution and is capable of forming a pattern having a rectangular section with no swelling.
    Type: Application
    Filed: May 17, 2012
    Publication date: September 6, 2012
    Applicant: Central Glass Company, Limited
    Inventors: Yoshimi ISONO, Jonathan Joachim JODRY, Satoru NARIZUKA, Kazuhiro YAMANAKA
  • 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
  • Publication number: 20100286433
    Abstract: Novel improved processes for the production and isolation of methylidene malonates via direct and indirect adduct processes.
    Type: Application
    Filed: May 6, 2010
    Publication date: November 11, 2010
    Inventors: Bernard M. Malofsky, Chris Mariotti
  • Patent number: 7692035
    Abstract: A compound comprising Formula 2A, 2B, or 2C (Ra—O—CO—)2Y Formula 2A Ra—O—CO—Y—CO—O—(CH2CH2)Rf Formula 2B Ra—O—CO—Y—CO—O—R Formula 2C wherein Ra is the group (i) Rf(CH2CF2)d—(CgH2g)—; (ii) RfOCF2CF2—(CgH2g)—; (iii) Rf OCFHCF2O(CH2CH2O)v—(CgH2g)—; (iv) RfOCFHCF2O(CwH2w)—; (v) RfOCF(CF3)CONH—(CgH2g)—; or (vi) Rf(CH2)h[(CF2CF2)i(CH2CH2)j]k; each Rf is independently CcF(2c+1); c is 2 to about 6; d is 1 to about 3; g is 1 to 4; v is 1 to about 4; w is from about 3 to about 12; h is 1 to about 6; i, j, and k are each independently 1, 2, or 3, or a mixture thereof; provided that the total number of carbon atoms in group (vi) is from about 8 to about 22; Y is a linear or branched diradical having olefinic unsaturation of the formula —CeH(2e-2)— wherein e is 2 or 3; R is H or a linear or branched alkyl group CbH(2b+1)—; and b is from 1 to about 18.
    Type: Grant
    Filed: July 1, 2008
    Date of Patent: April 6, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Peter Michael Murphy, Tracy Hewat
  • Patent number: 7671232
    Abstract: A method for fabricating a high specific surface area mesoporous alumina is disclosed, which includes the following steps: (a) providing a water solution containing an aluminum salt and a fluoro-surfactant; (b) adding concentrated hydrochloric acid to adjust the PH value of the solution to about 6.0 to 8.0; (c) aging the solution at 70° C. to 110° C. for 12 to 20 hours; (d) washing the precipitate with water; (e) washing the precipitate with an organic solvent; (f) drying the precipitate; and (g) sintering the precipitate in a furnace of 500° C. to 1000° C.
    Type: Grant
    Filed: October 5, 2005
    Date of Patent: March 2, 2010
    Assignee: Industrial Technology Research Institute
    Inventors: Tz-Bang Du, Yung-Chan Lin, Bor-Wen Chen, Shyue-Ming Jang
  • Publication number: 20100004478
    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: Application
    Filed: July 1, 2008
    Publication date: January 7, 2010
    Applicant: E. I. du Pont de Nemours and Company
    Inventor: Stephan James Mclain
  • Patent number: 6989356
    Abstract: To provide a lubricant for recording medium, which is advantageous not only in that it maintains excellent lubricity under various conditions for use and excellent lubricating effect over a long time, but also in that it can impart excellent transport properties and excellent abrasion resistance as well as excellent durability. For example, when C18H37—CH(CH2COOC10H6OH)COORf (wherein Rf represents a saturated or unsaturated partially-fluorinated-alkyl group) is used as a lubricant for magnetic recording medium, there can be obtained a magnetic recording medium having excellent transport properties and excellent abrasion resistance as well as excellent durability.
    Type: Grant
    Filed: April 8, 2003
    Date of Patent: January 24, 2006
    Assignee: Sony Corp.
    Inventors: Ken Kobayashi, Takahiro Kamei, Noriyuki Kishii, Kenichi Kurihara, Yutaka Iwamoto, Hisanori Tsuboi
  • Patent number: 6864386
    Abstract: Fluorinated compounds and emulsions including the compounds. The compositions are useful as oxygen carriers and surfactants. In one embodiment, the fluorinated compound is pH sensitive. In one embodiment, the fluorinated compound is a vitamin E derivative. In one embodiment, the fluorinated compound is a vitamin K derivative.
    Type: Grant
    Filed: November 20, 2002
    Date of Patent: March 8, 2005
    Assignee: Sonus Pharmaceuticals, Inc.
    Inventors: Yuehua Zhang, Manjari Lal, Andrew Leo, Nagesh Palepu
  • Publication number: 20030224953
    Abstract: To provide a lubricant for recording medium, which is advantageous not only in that it maintains excellent lubricity under various conditions for use and excellent lubricating effect over a long time, but also in that it can impart excellent transport properties and excellent abrasion resistance as well as excellent durability. For example, when C18H37—CH(CH2COOC10H6OH)COORf (wherein Rf represents a saturated or unsaturated partially-fluorinated-alkyl group) is used as a lubricant for magnetic recording medium, there can be obtained a magnetic recording medium having excellent transport properties and excellent abrasion resistance as well as excellent durability.
    Type: Application
    Filed: April 8, 2003
    Publication date: December 4, 2003
    Inventors: Ken Kobayashi, Takahiro Kamei, Noriyuki Kishii, Kenichi Kurihara, Yutaka Iwamoto, Hisanori Tsuboi
  • Patent number: 6603037
    Abstract: Acrylic esters containing fluorine at &agr;-position and having an alkoxymethyl group introduced into the ester side chain thereof are novel. Polymers obtained from the acrylic esters are improved in transparency, acid elimination and substrate adhesion and are used to formulate chemically amplified resist compositions for lithographic microfabrication.
    Type: Grant
    Filed: November 27, 2002
    Date of Patent: August 5, 2003
    Assignees: Shin-Etsu Chemical Co., Ltd., Matsushita Electric Industrial Co., Ltd., Central Glass Co., Ltd.
    Inventors: Yuji Harada, Jun Hatakeyama, Yoshio Kawai, Masaru Sasago, Masayuki Endo, Shinji Kishimura, Kazuhiko Maeda, Michitaka Ootani, Haruhiko Komoriya
  • Publication number: 20030060571
    Abstract: Monofunctional polyfluorooxetane oligomers and polymers are prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. The fluorooxetane oligomers or polymers can be copolymerized with generally cyclic ethers. Alternatively, the polyfluorooxetane oligomer or polymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties that have previously been provided by migratory chemicals such as waxes and oils.
    Type: Application
    Filed: March 28, 2002
    Publication date: March 27, 2003
    Applicant: OMNOVA Solutions Inc.
    Inventors: Raymond J. Weinert, Guillermina C. Garcia, Aslam Malik, Roland Carlson, Robert E. Medsker
  • Publication number: 20020156200
    Abstract: Monofunctional polyfluorooxetane oligomers and polymers Zare prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. The fluorooxetane oligomers or polymers can be copolymerized with generally cyclic ethers. Alternatively, the poly-fluorooxetane oligomer or polymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties that have previously been provided by migratory chemicals such as waxes and oils.
    Type: Application
    Filed: March 28, 2002
    Publication date: October 24, 2002
    Applicant: OMNOVA Solutions Inc.
    Inventors: Raymond J. Weinert, Guillermina C. Garcia, Aslam Malik, Roland Carlson, Robert E. Medsker
  • Publication number: 20020143112
    Abstract: Monofunctional polyfluorooxetane oligomers and polymers are prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. The fluorooxetane oligomers or polymers can be copolymerized with generally cyclic ethers. Alternatively, the polyfluorooxetane oligomer or polymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties that have previously been provided by migratory chemicals such as waxes and oils.
    Type: Application
    Filed: March 28, 2002
    Publication date: October 3, 2002
    Applicant: OMNOVA Solutions Inc.
    Inventors: Raymond J. Weinert, Guillermina C. Garcia, Aslam Malik, Roland Carlson, Robert E. Medsker
  • Publication number: 20020137853
    Abstract: Monofunctional polyfluorooxetane oligomers and polymers are prepared by the cationic polymerization of fluorooxetane monomers with a monoalcohol. The fluorooxetane oligomers or polymers can be copolymerized with generally cyclic ethers. Alternatively, the polyfluorooxetane oligomer or polymer having a single hydroxyl end group can be functionalized with a variety of compounds so as to yield a functional end group such as an acrylate, a methacrylate, an allylic, an amine, etc., with the functionalized oligomer or polymer being suitable for use in radiation curable or thermal curable coating compositions. These functionalized polymers can be copolymerized and cured to provide improvements in wetting and surface properties that have previously been provided by migratory chemicals such as waxes and oils.
    Type: Application
    Filed: March 27, 2002
    Publication date: September 26, 2002
    Applicant: OMNOVA Solutions Inc.
    Inventors: Raymond J. Weinert, Guillermina C. Garcia, Aslam Malik, Roland Carlson, Robert E. Medsker
  • Patent number: 6087010
    Abstract: Fluorine-containing polyfunctional (meth)acrylate represented by the formula (1), as well as a composition, a low refractivity material and a reflection reducing film in which the (meth)acrylate is utilized: ##STR1## wherein X stands for a fluoroalkyl group of C1-14 having 3 or more F, or a fluorocycloalkyl group of C3-14 having 4 or more F; Y.sup.1, Y.sup.2, and Y.sup.3 stand for H, an acryloyl group or a methacryloyl group, and at least two of Y.sup.1, Y.sup.2, and Y.sup.3 stand for an acryloyl group or a methacryloyl group; Z stands for H or an alkyl group of C1-3; and n and m is an integer of 0 or 1, and n+m=1.
    Type: Grant
    Filed: February 9, 1998
    Date of Patent: July 11, 2000
    Assignee: NOF Corporation
    Inventors: Tatsurou Yoshida, Yasuhiro Kimura, Kenji Watanabe, Tomoyuki Ikeda, Tetsuya Itoh, Yoshitaka Goto
  • Patent number: 6002039
    Abstract: Acetylenic maleates, fumarates and related derivative compounds are new compositions of matter having the formula:R.sub.1 O.sub.2 C--CH.dbd.CH--CO.sub.2 R.sub.2wherein R.sub.1 may be an organic moiety containing at least two carbon atoms triply bonded one to the other as:--C.tbd.C--and R.sub.2 may be hydrogen, an organic moiety, or R.sub.1 ; suitable for use as liquid injection molding inhibitors either singly or in combination with themselves or other liquid injection molding inhibitors when used for the process of liquid injection molding curable compositions enabling an increase in the size of articles manufactured therefrom, which new compositions of matter cure into the polymerizable or curable resins thereby creating new compositions of matter as cured resins from which said articles of manufacture are produced.
    Type: Grant
    Filed: January 18, 1996
    Date of Patent: December 14, 1999
    Assignee: General Electric Company
    Inventors: Philip J. McDermott, Michael J. O'Brien, Edward M. Jeram
  • Patent number: 5977390
    Abstract: Fluorinated diesters useful for imparting repellency of low surface tension fluids to thermoplastic polymers of formulaeR.sub.f --O--C(O)--(CH.sub.2).sub.n --C(O)--O--R.sub.1 ;R.sub.f --O--C(O)--CH.sub.2 --CH(R.sub.2)--C(O)--O--R.sub.f ;a mixture of R.sub.f --O--C(O)--(CH.sub.2).sub.n --C(O)--O--R.sub.1,R.sub.f --O--C(O)--(CH.sub.2).sub.n --C(O)--R.sub.f, and R.sub.1 --O--C(O)--(CH.sub.2).sub.n --C(O)--O--R.sub.1 ;and [F(CF.sub.2).sub.x CH.sub.2 CH.sub.2 --S--CH.sub.2 ].sub.2 --C--[CH.sub.2 --O--C(O)--C.sub.17 H.sub.35 ].sub.2 ;wherein R.sub.f is F(CF.sub.2).sub.x --(CH.sub.2).sub.m wherein x is 4 to 20 and m is 2 to 6, or F(CF.sub.2).sub.x --SO.sub.2 N(R.sub.3)--R.sub.4 wherein x is 4 to 20; R.sub.1 is a saturated aliphatic hydrocarbon with an average carbon chain length of 12 to 66 carbons; R.sub.2 is a saturated or unsaturated hydrocarbon with 1-20 carbon atoms; R.sub.3 is an alkyl radical having 1 to 4 carbon atoms; R.sub.
    Type: Grant
    Filed: May 14, 1997
    Date of Patent: November 2, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Kimberly Gheysen Raiford, Theodor Arthur Liss, Edward James Greenwood, Jack Robert Kirchner
  • Patent number: 5905127
    Abstract: Mesogens are provided based on substituted unsaturated carboxylic acids such as acrylic and methacrylic acid. Substitution of a variety of hydrophobic tails onto the carboxylic acid or acid derivative via the vinyl carbon proximal to the carbonyl of the carboxylic acid results in mesogens that are capable of forming thermotropic and single-phase lyotropic mesophases over a broad range of compositions. The mesophases can be polymerized to lock in the ordered phases.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: May 18, 1999
    Assignee: The University of Southern Mississippi
    Inventors: Robert Y Lochhead, Lon J Mathias
  • Patent number: 5643908
    Abstract: Compounds having inhibitory activity against inhibitory activity against type IV collagenase and are useful as angiogenesis, cancer infiltration or cancer metastasis inhibitors. The compounds have the formula: ##STR1## in which R.sup.1 represents a group of formula: --OR.sup.3 (wherein R.sup.3 represents a hydrogen atom or an alkyl group),--NR.sup.4 R.sup.5 (wherein R.sup.4 and R.sup.5 each represents a hydrogen atom, an alkyl or alkoxy group),--NHCH(R.sup.6 COR.sup.7 (wherein R.sup.6 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R.sup.7 represents an alkyl group),--NHCH(R.sup.6)COOR.sup.8 (wherein R.sup.8 represents an alkyl group) or--NHCH(R.sup.6)CONR.sup.9 R.sup.10 (wherein R.sup.9 and R.sup.10 each represents a hydrogen atom or an alkyl group, or NR.sup.9 R.sup.10 together represent a heterocyclic ring group); andR.sup.2 represents a hydrogen atom, an alkyl or aralkyl group.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: July 1, 1997
    Assignee: Sankyo Company, Limited
    Inventors: Yukio Sugimura, Kazuhiko Tamaki, Tomowo Kobayashi, Kazuhiko Tanzawa
  • Patent number: 5606101
    Abstract: A compound of the formula (I) or its pharmaceutically acceptable salt or ester: ##STR1## and intermediates thereof.
    Type: Grant
    Filed: October 6, 1995
    Date of Patent: February 25, 1997
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Takashi Nomoto, Masahiro Hayashi, Jun Shibata, Yoshikazu Iwasawa, Morihiro Mitsuya, Yoshiaki IIda, Katsumasa Nonoshita, Yasufumi Nagata
  • Patent number: 5604032
    Abstract: A fluorine-containing carboxylic acid amine salt of Formula A below: ##STR1## wherein R.sup.1 denotes an aliphatic alkyl group or an aliphatic alkenyl group with 6 to 30 carbons; R.sup.2 denotes a group selected from the group consisting of a fluoroalkyl group with 3 to 30 carbons, a fluoroalkenyl group with 3 to 30 carbons, a fluorophenyl group with 6 to 18 carbons, and a fluoroalkylether group with 5 to 50 carbons; R.sup.3 and R.sup.4 each denotes a saturated or unsaturated hydrocarbon chain with 1 to 20 carbons; R.sup.5 denotes either a fluoroalkyl group with 3 to 30 carbons or a fluoroalkenyl group with 3 to 30 carbons; n denotes 0 or 1; X denotes hydrogen or -(R.sup.6) -R.sup.7 ; and Y denotes hydrogen or -(R.sup.8) -R.sup.9, where R.sup.6 and R.sup.8 each denotes a saturated or unsaturated hydrocarbon chain with 1 to 20 carbons, and R.sup.7 and R.sup.9 each denotes a fluoroalkyl group with 3 to 30 carbons or a fluoroalkenyl group with 3 to 30 carbons.
    Type: Grant
    Filed: October 13, 1994
    Date of Patent: February 18, 1997
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Yoshiaki Kai, Yukikazu Ohchi
  • Patent number: 5510513
    Abstract: A fluorine containing diester of an alkyl- or alkenylsuccinic acid having the general formula: ##STR1## wherein R.sub.1 represents an alkyl or alkenyl group, at least one of R.sub.2 and R.sub.3 is a fluoroalkyl or fluoroalkenyl group, the remaining of R.sub.2 and R.sub.3 is an alkyl or alkenyl group, k, l, m and n are 0 or an integer not less than 1, respectively, and k+l are an integer of not less than 2, which provides an excellent lubricating property under any environment from low humidity to high humidity, and is particularly suitable for use in a magnetic recording medium.
    Type: Grant
    Filed: April 5, 1994
    Date of Patent: April 23, 1996
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Yoshiaki Kai, Kiyosi Takahasi, Yukikazu Ohchi
  • Patent number: 5506309
    Abstract: This invention pertains to perfluoropolyethers and perhalogenated chlorofluoropolyethers that can be prepared by fluorinating addition polymers made by polymerizing epoxides.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: April 9, 1996
    Assignee: Exfluor Research Corporation
    Inventors: Thomas R. Bierschenk, Timothy Juhulke, Hajimu Kawa, Richard J. Lagow
  • Patent number: 5493049
    Abstract: This invention provides 1) novel reactive fluorinated compounds derived from a specified class of telomers or cotelomers of fluoroolefins; and 2) stable products and stable polymers thereof obtained by reaction or polycondensation of the novel reactive fluorinated compounds with specified classes of hydrogenated aliphatic, alicyclic, aromatic reactive compounds, telechelic oligomers and block polymers wherein said stable products and polymers contain hetero atoms such as oxygen, sulfur or nitrogen and are characterized by high thermal and chemical resistance.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: February 20, 1996
    Assignee: Dow Corning Corporation
    Inventor: Gerardo Caporiccio
  • Patent number: 5424474
    Abstract: The present invention relates to fluorinated carboxylic acid esters of phosphono- and phosphinocarboxylic acids containing hydroxyl and/or mercapto groups, their use as waterproofing and/or oil-repellency agents, and a method for their preparation.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: June 13, 1995
    Assignee: Bayer AG
    Inventors: Klaus Pohmer, Rainer Weber, Hans-Dieter Block, Hans-Heinrich Moretto
  • Patent number: 5391814
    Abstract: A fluorine-containing alkylsuccinic acid diester of the formula: ##STR1## wherein R.sub.1 is an aliphatic alkyl or alkenyl group, and one of R.sub.2 and R.sub.3 is a fluoroalkylether group and the other is a fluoroalkyl group, a fluoroalkenyl group, a fluorophenyl group, an aliphatic alkyl group or-an aliphatic alkenyl group, which has excellent lubricity in an atmosphere having low to high humidity.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: February 21, 1995
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Yoshiaki Kai, Naoko Mizuno
  • Patent number: 5385902
    Abstract: Antimicrobial compounds of the formula ##STR1## wherein A is selected from the group consisting of alkyl; phenyl; alkoxy; phenoxy; benzyloxy; monoalkylamino; dialkylamino; cyclic amino, anilino; heterocyclic; amino substituted with heterocyclic ring, methods of making and using said compounds, and compositions comprising said compounds are disclosed.
    Type: Grant
    Filed: September 1, 1993
    Date of Patent: January 31, 1995
    Assignee: Rohm and Haas Company
    Inventor: Adam C. Hsu
  • Patent number: 5350878
    Abstract: This invention provides 1) novel reactive fluorinated compounds derived from a specified class of telomers or cotelomers of fluoroolefins; and 2) stable products and stable polymers thereof obtained by reaction or polycondensation of the novel reactive fluorinated compounds with specified classes of hydrogenated aliphatic, alicyclic, aromatic reactive compounds, telechelic oligomers and block polymers wherein said stable products and polymers contain hetero atoms such as oxygen, sulfur or nitrogen and are characterized by high thermal and chemical resistance.
    Type: Grant
    Filed: February 10, 1993
    Date of Patent: September 27, 1994
    Assignee: Dow Corning Corporation
    Inventor: Gerardo Caporiccio
  • Patent number: 5288750
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: February 22, 1994
    Assignee: Orion-yhtyma Oy
    Inventors: Pentti Pohto, Paivi A. Aho, Reijo J. Backstrom, Erkki J. Honkanen, Inge-Britt Y. Linden, Erkki A. O. Nissinen
  • Patent number: 5188747
    Abstract: A fluorine-containing compound represented by the general formula [I]: ##STR1## wherein R.sub.f, X, Y, W, Z, R.sub.1 -R.sub.3, l, m and n are as defined in the specifications. There are disclosed fluorine-containing compounds of specific structure which have in the molecule a fluoroalkyl ether end group, an aliphatic hydrocarbon end group and a carboxyl end group, and have molecular weights of hundreds to about 3,000; and a process for producing the fluorine-containing compounds. These fluorine-containing compounds can be utilized in magnetic recording media in the form of a lubricant composition.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: February 23, 1993
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Yoshiaki Kai, Takashi Suzuki
  • Patent number: 5142098
    Abstract: The invention relates to novel monoesters and diesters of 9,10-endoethano-9,10-dihydroanthracene-11,11-dicarboxylic acid.These novel monoesters and diesters correspond to the following structural chemical formula (II): ##STR1## in which R.sup.1 and R.sup.2 are identical or different and can represent H, an alkali metal or alkaline earth metal atom, a linear or branched alkyl group having from 1 to 6 carbon atoms, an alicyclic group having form 3 to 6 carbon atoms, an alkenyl group having from 2 to 6 carbon atoms, defined in their cis or trans variety, or an alkynyl group having from 2 to 6 carbon atoms, the said groups optionally being substituted by one or more functional groups such as ether, epoxide, halogeno, cyano, ester, aldehyde, ketone, aryl etc., where R.sup.1 and R.sup.2 cannot be H or ethyl simultaneously. These addition products constitute valuable intermediates for the preparation of methylidenemalonates in high yields and with a high purity.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: August 25, 1992
    Assignee: Laboratoires UPSA
    Inventors: Nicole Bru-Magniez, Christian De Cock, Jacques Poupaert, Jean-Luc De Keyser, Pierre Dumont
  • Patent number: 5116544
    Abstract: This invention provides (i) novel hexafluoroneopentyl alcohol, (ii) its derivatives, i.e., hexafluoroneopentyl (meth)acrylate, (iii) fluorinated polymers comprising said acrylate as the monomer component, and (iv) optical materials comprising said fluorinated polymers.
    Type: Grant
    Filed: August 4, 1989
    Date of Patent: May 26, 1992
    Assignee: Daikin Industries, Ltd.
    Inventors: Hiroshi Inukai, Takashi Yasuhara, Takahiro Kitahara
  • Patent number: 5073570
    Abstract: The new compositions of matter of the present invention comprise compounds having one of the following formulas: ##STR1## wherein: R is hydrogen or methyl;n is 1 to 16;R.sub.1 and R.sub.2 are defined as R.sub.3 and R.sub.4 below or are joined to form a cycloalkyl, cycloalkenyl, aromatic or a heterocyclic ring containing an oxygen, nitrogen or sulfur atom or an alkoxy, amino, carboxyl, halo, hydroxyl, keto or a thiocarboxyl substituted derivative thereof;R.sub.3 and R.sub.4 are independently selected from (A) hydrogen, alkyl, cycloalkyo, alkenyl, cycloalkenyl, aryl, a heterocyclic ring containing an oxygen, nitrogen or sulfur atom, alkoxy, amino, carboxyl, halo, hydroxyl, keto or a thiocarboxyl and (B) substituted derivatives of the alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl and the heterocyclic ring wherein the substitutions are alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, alkoxy, amino, carboxyl, halo, hydroxyl, keto or a thiocarboxyl;W may be a single bond, oxygen, NR.sub.5, or (CR.sub.6 R.sub.7).
    Type: Grant
    Filed: February 16, 1989
    Date of Patent: December 17, 1991
    Assignee: Lonza Inc.
    Inventor: Chuen-Ing J. Tseng
  • Patent number: 5023380
    Abstract: 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: Grant
    Filed: June 9, 1989
    Date of Patent: June 11, 1991
    Assignee: The Dow Chemical Company
    Inventors: David A. Babb, Bobby R. Ezzell, Katherine S. Clement
  • Patent number: 4960925
    Abstract: A number of novel peracid precursors each have the general structure: ##STR1## wherein: Z is a leaving group, the conjugate acid of the leaving group being in the range of from about 4 to 15; R is a substituted or unsubstituted alkyl or alkenyl group having from about 1 to 18 carbon atoms; and M is hydrogen or an alkali or alkaline earth metal. A method is also disclosed for synthesizing a product as represented above wherein succinic anhydride, including an R constituent as defined above is dissolved in a water-miscible, non-nucleophilic solvent and an acid including a Z constituent as defined above is neutralized and deprotonated to form a nucleophile, the substituted anhydride and the nucleophile being combined to form the product. The product is a component in a dry bleach product, optionally including other adjuncts.
    Type: Grant
    Filed: October 24, 1988
    Date of Patent: October 2, 1990
    Assignee: The Clorox Company
    Inventors: Dale S. Steichen, Hao Ku, Sheldon N. Lewis
  • Patent number: 4931584
    Abstract: The invention relates to novel monoesters and diesters of 9,10-endoethano-9,10-dihydroanthracene-11,11-dicarboxylic acid.These novel monoesters and diesters correspond to the following structural chemical formula (II): ##STR1## in which R.sup.1 and R.sup.2 are identical or different and can represent H, an alkali metal or alkaline earth metal atom, a linear or branched alkyl group having from 1 to 6 carbon atoms, an alicyclic group having from 3 to 6 carbon atoms, an alkenyl group having from 2 to 6 carbon atoms, defined in their cis or trans variety, or an alkynyl group having from 2 to 6 carbon atoms, the said groups optionally being substituted by one or more functional groups such as ether, epoxide, halogeno, cyano, ester, aldehyde, ketone, aryl etc., where R.sup.1 and R.sup.2 cannot be H or ethyl simultaneously. These addition products constitute valuable intermediates for the preparation of methylidenemalonates in high yields and with a high purity.
    Type: Grant
    Filed: March 1, 1988
    Date of Patent: June 5, 1990
    Assignee: Laboratoires UPSA
    Inventors: Nicole Bru-Magniez, Christian De Cock, Jacques Poupaert, Jean-Luc De Keyser, Pierre Dumont
  • Patent number: 4913848
    Abstract: This invention relates to a process for treating a first product which contains monobromopentaerythritol, dibromoneopentyl glycol and tribromoneopentyl alcohol to yield a second product having a dibromoneopentyl glycol content, on a weight percent basis, greater than that of the first product. The process features forming a stirrable mass from the first product and a solvent system in which, at a temperature within the range of from about 0.degree. C. to about 40.degree. C., the monobromopentaerythritol and the tribromoneopentyl alcohol are more soluble than the dibromoneopentyl glycol and in which at least 85% of the dibromoneopentyl glycol in the mass is insoluble; maintaining the reaction mass within the aforementioned temperature range to realize an insoluble portion and a solvent and solute portion; and separating the insoluble portion and the solvent and solute portion without substantial precipitation of the solute from the solvent and solute portion.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: April 3, 1990
    Assignee: Ethyl Corporation
    Inventor: John Y. Lee
  • Patent number: 4898970
    Abstract: This invention relates to a process for producing a fluorinated ester containing a trifluoromethyl group by esterification in the presence of .gamma.-butyrolactone as a solvent, and more particularly a process or producing a fluorinated ester containing a trifluoromethyl group which is useful as a raw material of various fluorine containing compound.
    Type: Grant
    Filed: February 1, 1983
    Date of Patent: February 6, 1990
    Assignees: Onoda Cement Co., Ltd., Tosoh Corporation
    Inventors: Eiji Ogura, Kunihiro Mito, Shoji Arai
  • Patent number: 4717494
    Abstract: A liquid thermal accumulator composition comprising a dicarboxylic acid anhydride, an alcohol and a monoester of the dicarboxylic acid and the alcohol. A process for accumulation of thermal energy utilizing said composition is also disclosed.
    Type: Grant
    Filed: June 25, 1986
    Date of Patent: January 5, 1988
    Assignee: UBE Industries, Ltd.
    Inventors: Hiroshi Itatani, Mikito Kashima, Masami Aikawa
  • Patent number: 4668710
    Abstract: Included are trihalovinyl polyol ethers. The compositions have pendant 1,2,2-trihaloethenyl moieties. The compositions may be low viscosity oils or highly polymeric such as incorporated with a urethane or other polymers. One of the uses of the compositions is as flame retardants which may have high thermal stability and scorch resistance.
    Type: Grant
    Filed: December 23, 1985
    Date of Patent: May 26, 1987
    Assignee: The Dow Chemical Company
    Inventors: Chester E. Pawloski, William J. Kruper, Jr.
  • Patent number: 4650913
    Abstract: Reaction of a perfluorinated iodide with an olefin initiated by a sulfinate salt to prepare fluorinated iodide and diiodide monomers and surface active agents.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: March 17, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Andrew E. Feiring