Phenolic Reactant Contains A Halogen Atom Directly Bonded To A Nuclear Carbon Atom Of The Benzene-oxygen Group Patents (Class 528/151)
  • Patent number: 7659051
    Abstract: A naphthalene-backbone polymer represented by Formula 1: wherein n and m are independently at least 1 and less than about 190, R1 is a hydrogen, a hydroxyl, a hydrocarbon group of about 10 carbons or less, or a halogen, R2 is methylene or includes an aryl linking group, R3 is a conjugated diene group, and R4 is an unsaturated dienophile group.
    Type: Grant
    Filed: December 31, 2007
    Date of Patent: February 9, 2010
    Assignee: Cheil Industries, Inc.
    Inventors: Kyong Ho Yoon, Jong Seob Kim, Dong Seon Uh, Chang Il Oh, Kyung Hee Hyung, Min Soo Kim, Jin Kuk Lee
  • Patent number: 7563850
    Abstract: An inexpensive and durable polyelectrolyte composition includes both an aromatic polymer containing carbonyl linkages and/or sulfonyl linkages in the backbone chain and bearing cation-exchange groups and a fused salt exhibits a high ionic conductivity even in the absence of water or a solvent. The aromatic polymer is preferably an aromatic polyether sulfone comprising specific structural units and bearing cation-exchange groups, an aromatic polyether ketone comprising specific structural units and bearing cation-exchange groups, an aromatic polyether sulfone block copolymer consisting of at least one hydrophilic segment bearing cation-exchange groups and at least one hydrophobic segment free from cation-exchange groups, and/or an aromatic polyether ketone block copolymer consisting of at least one hydrophilic segment bearing cation-exchange groups and at least one hydrophobic segment free from cation-exchange groups.
    Type: Grant
    Filed: November 29, 2002
    Date of Patent: July 21, 2009
    Assignee: Ube Industries, Ltd.
    Inventors: Masayuki Kinouchi, Tetsuji Hirano, Nobuharu Hisano
  • Patent number: 7504471
    Abstract: The present invention discloses a sulfur-containing phenolic resin which comprises an organic group represented by the following formula (1): —R1—S—R2—S—R1—??(1) wherein R1 represents a hydrocarbon group having 2 to 6 carbon atoms, R2 represents a hydrocarbon group having 1 to 10 carbon atoms, between a phenolic carbon and a phenolic carbon, phenol derivatives represented by the following formula (5): wherein R5 represents a C2-3 alkylene group, R6 represents a C1-10 alkylene group, G represents H, a C1-10 alkyl group, etc., and an epoxy resin composition containing (A) a curing agent of the above-mentioned formula (5) and (B) an epoxy resin as essential components.
    Type: Grant
    Filed: October 11, 2002
    Date of Patent: March 17, 2009
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Haruaki Sue, Takashi Kumaki, Hideyasu Tsuiki, Hiroshi Matsutani, Toshihiko Takasaki, Iwao Fukuchi
  • Patent number: 6437057
    Abstract: Blends of novolaks and cyanates, such blends can be thermally hardened in a short time and without using a catalyst and have an excellent storage stability. The resins obtained by the blends can be used as binding agents in abradants or as chip coverings or printed circuit boards (PCB) in electronics.
    Type: Grant
    Filed: August 10, 2001
    Date of Patent: August 20, 2002
    Assignee: Lonza AG
    Inventors: Ulrich Daum, Alessandro Falchetto
  • Patent number: 5571506
    Abstract: This invention relates to aromatic oligomeric compounds useful in the treatment of cardiovascular, bone metabolic, hypolipidaemic, neuronal, gastrointestinal and elastase-mediated connective tissue degradation disorders and disorders which may be treated by agents effective in binding DNA, to processes for preparation of such oligomeric compounds, to pharmaceutical compositions including such oligomeric compounds, and to their use in the treatment of such disorders.
    Type: Grant
    Filed: September 10, 1993
    Date of Patent: November 5, 1996
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: John R. Regan, Daniel G. McGarry, Michael N. Chang, Jeffrey N. Barton, Jack Newman, Schmuel Ben-Sasson
  • Patent number: 5571886
    Abstract: An essentially aromatic alkali soluble novolak resin comprising the product resulting from the acid condensation of an aromatic aldehyde and a phenol where the resin has a molecular weight in excess of 1500 and a glass transition temperature in excess of 125.degree. C. If desired, the aromatic novolak resin may be blended with a conventional novolak resin to regulate the glass transition temperature of the resin. The aromatic novolak resin and blends formed therefrom are especially suitable as coating resins and are useful for the formation of photoresist coating compositions.
    Type: Grant
    Filed: March 21, 1994
    Date of Patent: November 5, 1996
    Assignee: Shipley Company, Inc.
    Inventor: Anthony Zampini
  • Patent number: 5350827
    Abstract: A novolak resin composition comprising at least one unit of the reaction product of a para-, para-bonded bisphenol having formula (A): ##STR1## wherein R.sub.1 =hydrogen, lower alkyl group having 1-4 carbon atoms, halogen, or lower alkoxy group having 1-4 carbon atoms;wherein R.sub.2 =hydrogen or lower alkyl group having 1-4 carbon atoms; andwherein X is selected from the group consisting of: CH.sub.2, CH(CH.sub.3), C(CH.sub.3).sub.2, O, and S;with a bismethylol monomer selected from a difunctional ortho-, ortho-phenolic bismethylol of Formula (B), a difunctional ortho-, para-phenolic bismethylol of Formula (C): ##STR2## wherein R.sub.3 is selected from CH.sub.3, CH.sub.2 CH.sub.3, Cl, and Br; andwherein R.sub.4 is selected from H and CH.sub.3.
    Type: Grant
    Filed: February 9, 1994
    Date of Patent: September 27, 1994
    Assignee: OCG Microelectronic Materials, Inc.
    Inventors: Thomas R. Sarubbi, Joseph J. Sizensky
  • Patent number: 5268444
    Abstract: Phenylethynyl-terminated poly(arylene ethers) are prepared in a wide range of molecular weights by adjusting monomer ratio and adding an appropriate amount of 4-fluoro-4'-phenylethynylbenzophenone during polymer synthesis. The resulting phenylethynyl-terminated poly(arylene ethers) react and crosslink upon curing for one hour at 350.degree. C. to provide materials with improved solvent resistance, higher modulus and better high temperature properties than the linear, uncrosslinked polymers.
    Type: Grant
    Filed: April 2, 1993
    Date of Patent: December 7, 1993
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Brian J. Jensen, Robert G. Bryant, Paul M. Hergenrother
  • Patent number: 5216111
    Abstract: An essentially aromatic alkali soluble novolak resin comprising the product resulting from the acid condensation of an aromatic aldehyde and a phenol where the resin has a molecular weight in excess of 1500 and a glass transition temperature in excess of 125.degree. C. If desired, the aromatic novolak resin may be blended with a conventional novolak resin to regulate the glass transition temperature of the resin. The aromatic novolak resin and blends formed therefrom are especially suitable as coating resins and are useful for the formation of photoresist coating compositions.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: June 1, 1993
    Assignee: Shipley Company Inc.
    Inventor: Anthony Zampini
  • Patent number: 5157018
    Abstract: Polymers comprising perfluoroalkyl groups, reproduction layers containing these polymers and use thereof for waterless offset printing. The novel perfluoroalkyl group-containing polymers comprise polymers or polycondensates and have, in each case as substituents on different carbon atoms of benzene rings, phenolic OH groups and perfluoroalkyl groups which are optionally attached through intermediate members. In particular, at least 10% of the polymer units carry perfluoroalkyl groups. These polymers are either formed by condensation of substituted phenols (e.g., 4-hydroxybenzoic acid-perfluoroalkyl ester) with an aldehyde, a ketone, or a reactive bismethylene compound or by reacting polymers containing phenolic OH groups (e.g., hydroxypolystyrene) or polycondensates containing reactive OH groups (e.g., phenol-formaldehyde resins) with a perfluoroalkyl group-containing compound (e.g., 2,2-dihydroperfluorodecanoic acid chloride).
    Type: Grant
    Filed: February 10, 1992
    Date of Patent: October 20, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Werner H. Muller
  • Patent number: 5106936
    Abstract: This invention provides thermoplastic polymeric materials comprising polycarbonate and polyestercarbonte resins and oriented polymeric compositions thereof which exhibit nonlinear optical properties.
    Type: Grant
    Filed: May 3, 1991
    Date of Patent: April 21, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert J. Gulotty, Stephen E. Bales
  • Patent number: 5104961
    Abstract: Polymers comprising perfluoroalkyl groups, reproduction layers containing these polymers and use thereof for waterless offset printing. The novel perfluoroalkyl group-containing polymers comprise polymers or polycondensates and have, in each case as substituents on different carbon atoms of benzene rings, phenolic OH groups and perfluoroalkyl groups which are optionally attached through intermediate members. In particular, at least 10% of the polymer units carry perfluoroalkyl groups. These polymers are either formed by condensation of substituted phenols (e.g., 4-hydroxybenzoic acid-perfluoroalkyl ester) with an aldehyde, a ketone, or a reactive bismethylene compound or by reacting polymers containing phenolic OH groups (e.g., hydroxypolystyrene) or polycondensates containing reactive OH groups (e.g., phenol-formaldehyde resins) with a perfluoroalkyl group-containing compound (e.g., 2,2-dihydroperfluorodecanoic acid chloride).
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: April 14, 1992
    Assignee: Hoechst Celanese Corporation
    Inventor: Werner H. Muller
  • Patent number: 5081214
    Abstract: A process for the preparation of an aromatic polyether by condensation of dihydric phenols with activated aromatic dihalo compounds or by self-condensation of polynuclear activated halophenols employs a mixture of sodium carbonate and sodium hydrogen carbonate as a condensation auxiliary.By this means, the relatively low reactivity of the sodium carbonate is enhanced and the reaction rate is significantly increased.
    Type: Grant
    Filed: August 7, 1990
    Date of Patent: January 14, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Arnold Schneller
  • Patent number: 5037935
    Abstract: This invention provides thermoplastic polymeric materials comprising polycarbonate and polyestercarbonate resins and oriented polymeric compositions thereof which exhibit nonlinear optical properties.
    Type: Grant
    Filed: June 8, 1990
    Date of Patent: August 6, 1991
    Assignee: The Dow Chemical Company
    Inventors: Robert J. Gulotty, Stephen E. Bales
  • Patent number: 4877859
    Abstract: The present invention provides a fluroine-containing novolak resin or its derivative having a repeating unit of the formula ##STR1## wherein R.sup.1 is hydrogen atom, OH or ##STR2## R.sup.2 is hydrogen atom or alkyl group having 1 to 4 carbon atoms, X is fluorine-containing monovalent organic group having 2 to 20 carbon atoms.The present invention also provides a perfluoroalkenyloxphenol or its derivative of the formula ##STR3## wherein R.sup.10 is OH or ##STR4## R.sup.11 is H, OH, alkyl group having 1 to 4 carbon atoms or ##STR5## Y is perfluoroalkenyl group having 6 to 14 carbon atoms.
    Type: Grant
    Filed: March 21, 1988
    Date of Patent: October 31, 1989
    Assignee: Daikin Industries, Ltd.
    Inventors: Sinji Tamaru, Motonobu Kubo, Masato Kashiwagi
  • Patent number: 4816498
    Abstract: Oligomeric condensation products of certain dialdehydes and phenols can be end-capped with a vinylbenzyl moiety and certain other moieties, especially alkyl groups, to afford thermosetting resins particularly valuable in making laminated circuit boards. Resins prepared by the reaction of 1 molar proportion of glyoxal with from 3 to 4 molar proportions of phenol and end-capped with from 50 to 85% vinylbenzyl groups with the remainder being alkyls of 1 through 11 carbon atoms are particularly useful.
    Type: Grant
    Filed: November 30, 1987
    Date of Patent: March 28, 1989
    Assignee: Allied-Signal Inc.
    Inventors: Joseph J. Zupancic, Jean M. J. Frechet, Andrew M. Zweig, Jeffery P. Conrad
  • Patent number: 4800118
    Abstract: A light stabile composition for imparting stain resistance to polyamide fiber-containing textile articles (e.g. nylon, wool or silk carpets) comprises a halogenated (e.g. brominated or chlorinated) aryl group-containing product of the condensation polymerization of a hydroxyaryl sulfonic acid (e.g., para-hydroxyphenyl sulfonic acid), a dihydroxydiaryl sulfone (e.g., dihydroxydiphenyl sulfone) and an aldehyde (e.g., formaldehyde). The polyamide fiber-containing textile articles are converted to a stain resistant product by containing the fibers with an acidified aqueous solution of the aforesaid composition.
    Type: Grant
    Filed: November 4, 1987
    Date of Patent: January 24, 1989
    Assignee: West Point Pepperell
    Inventors: John W. Reed, Richard D. Smith
  • Patent number: 4698401
    Abstract: A polyfunctional reaction product having functional phenolic OH groups is made available by reacting a phenol and an alkoxylated amino-aldehyde condensation product in the presence of a solvent and of an acid catalyst. This method makes it possible to prepare a polyfunctional phenolic reaction product which is soluble in organic solvents at a low ratio of phenolic OH groups to alkoxy groups without gelling. The reaction product is particularly useful as a curing agent for epoxy resins.
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: October 6, 1987
    Assignee: The Dow Chemical Company
    Inventors: Dieter H. Klein, Raymond Koenig
  • Patent number: 4640971
    Abstract: A resole resin in the form of microspherical particles whose surfaces are partly or entirely covered with a coating of a substantially water-insoluble inorganic salt and which are not larger than 500 .mu.m in size, and a process for producing such resole resin. The resole resin comprises solid particles that are highly heat reactive and can be stored in a stable manner for a prolonged period. The resin particles can be used with good results in all fields of applications (e.g., moldings, laminations and binders) where conventional phenolic resins are used.
    Type: Grant
    Filed: July 17, 1985
    Date of Patent: February 3, 1987
    Assignee: Unitika Ltd.
    Inventors: Yoshiaki Echigo, Mutsunori Yamao, Yoshiyuki Suematu, Tadashi Ishikura, Keiichi Asami, Ritsuko Shidei
  • Patent number: 4621123
    Abstract: Novel phosphorus-containing polyglycidyl ethers capable of forming a cured epoxy resin having a high flame retardancy and excellent in heat resistance characteristics such as heat deterioration resistance, glass transition temperature, thermal deformation temperature and the like; a process for producing said phosphorus-containing polyglycidyl ethers; phosphorus-containing polyphenol compounds used in production of said phosphorus-containing polyglycidyl ethers; and a process for producing said phosphorus-containing polyphenol compounds.
    Type: Grant
    Filed: December 16, 1985
    Date of Patent: November 4, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hisao Takagishi, Kazunori Kawakami, Kunimasa Kamio, Khoichi Okuno
  • Patent number: 4468507
    Abstract: Large-scale preparation of branched novolacs by the acid catalyzed, exothermic condensation of methylol-reactive phenols with polymethylol diphenols is made practical by first carrying out the reaction on a scale which permits temperature control simply by cooling and then separately adding more of the premixed reactants and the catalyst at rates such that the temperature of the reaction mixture can readily be controlled.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: August 28, 1984
    Assignee: The Dow Chemical Company
    Inventor: Theodore L. Parker
  • Patent number: 4431783
    Abstract: Polymerization of vinyl chloride in aqueous suspension using a polymerization reactor having adherently deposited on internal surfaces thereof a build-up suppressant coating comprising a product of build-up suppressant activity formable by (and preferably formed by) the condensation of an effective 1-naphthol (preferably 1-naphthol itself) and formaldehyde. The condensation is preferably effected in a base-catalyzed reaction; it may also (less preferably) be effected in an acid-catalyzed reaction. The coating product itself and a process for its production are also claimed.
    Type: Grant
    Filed: October 26, 1981
    Date of Patent: February 14, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventors: Robert W. Walker, John Stuart-Webb
  • Patent number: 4259464
    Abstract: Cyclic phenol-aldehyde resins, for example cyclic tetramers; derivatives thereof; processes by which they are prepared; and uses thereof.
    Type: Grant
    Filed: May 13, 1976
    Date of Patent: March 31, 1981
    Assignee: Petrolite Corporation
    Inventors: Rudolf S. Buriks, Allen R. Fauke, John H. Munch
  • Patent number: 4235769
    Abstract: Disclosed is a color-developing composition for pressure-sensitive recording sheet material of the self-contained type comprising (A) 100 parts by weight of a copolymer obtained by reacting a p-alkylphenol having an alkyl moiety of from 1 to 12 carbon atoms and phenol with formaldehyde and (B) from 1 to 20 parts by weight of a hindered phenolic compound selected from phenols having an alkyl, alkylene or hydroxyl substituent radical in at least the 2- or 6-position, or both, of the benzene ring and derivatives thereof, the copolymer and the hindered phenolic compound being homogeneously dissolved in mutual solution. The hindered phenolic compound is either added to the starting materials for the preparation of the copolymer or, at the end of the copolymerization reaction, added to the resulting copolymer and dissolved homogeneously in mutual solution.
    Type: Grant
    Filed: January 19, 1979
    Date of Patent: November 25, 1980
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Makoto Asano, Saburo Kawashima, Kenichi Sugimoto, Tadashi Kobayashi
  • Patent number: 4168365
    Abstract: A flame-retardant phenolic resin which comprises the product obtained on(a) reacting at least one halogenated compound represented by the general formula (I) ##STR1## wherein A is --CH.dbd.CH.sub.2 or --O--CH.sub.2 --CH.dbd.CH.sub.2, X is a chlorine atom or a bromine atom, and n is an integer of 1, 2 or 3, with at least one phenol in the presence of an acidic catalyst; and(b) reacting the resulting reaction product with at least one phosphoric acid ester compound containing a phenolic OH group represented by the general formula (II), (III) or (IV). ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represents an unsubstituted or substituted hydrocarbyl group, where R.sub.1 and R.sub.2 may be the same or different, and n is 1, 2 or 3, and at least one aldehyde or a precursor thereof in the presence of an acidic or alkali catalyst; and a process for producing the flame-retardant phenolic resin.
    Type: Grant
    Filed: November 30, 1977
    Date of Patent: September 18, 1979
    Assignee: Matsushita Electric Works, Ltd.
    Inventors: Hidekazu Takano, Toshiharu Mikawa, Kazuhiko Nemoto
  • Patent number: 4157324
    Abstract: This invention relates to high ortho etherified resole resins. The resole resins are prepared by reacting under acidic conditions phenol with formaldehyde in the presence of a divalent electropositive metal. The resole resins are then etherified with an alcohol and dehydrated to less than 1 percent water. The novel high ortho etherified resole resins are useful in coating, bonding and adhesive compositions. Such resoles are readily curable with coreactive resins providing chemical and solvent resistance.
    Type: Grant
    Filed: June 29, 1978
    Date of Patent: June 5, 1979
    Assignee: Monsanto Company
    Inventor: Harry M. Culbertson
  • Patent number: 4151028
    Abstract: In the known process of co-use of a catechol-monophenol-formaldehyde condensation product and a "RFL" dip for bonding polyester fibres to the rubber in reinforced rubber articles, the use of the condensation product in the form of an alkanolamine salt instead of the ammonium salt, as hitherto used, leads to certain advantages. In addition to lowering a problem due to the evolution of ammonia fumes, there is on average a slight increase in bond strength and the compositions are more easily cleaned from the processing machinery used.
    Type: Grant
    Filed: August 21, 1978
    Date of Patent: April 24, 1979
    Assignee: Imperial Chemical Industries Limited
    Inventor: David C. Eaton
  • Patent number: 4120847
    Abstract: This invention relates to high ortho etherified resole resins. The resole resins are prepared by reacting under acidic conditions phenol with formaldehyde in the presence of a divalent electropositive metal. The resole resins are then etherified with an alcohol and dehydrated to less than 1 percent water. The novel high ortho etherified resole resins are useful in coating, bonding and adhesive compositions. Such resoles are readily curable with coreactive resins providing chemical and solvent resistance.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: October 17, 1978
    Assignee: Monsanto Company
    Inventor: Harry M. Culbertson
  • Patent number: 4108809
    Abstract: Liquid prepolymers are prepared by interpolymerizing monomers including a hydroxy aromatic compound, an aldehyde and furfuryl alcohol. The resultant liquid prepolymers have a viscosity of about 100-500,000 centipoises at 25.degree. C. and contain about 1.1-6 moles of interpolymerized aldehyde and about 3.1-15 moles of interpolymerized furfuryl alcohol for each mole of interpolymerized hydroxy aromatic compound. The prepolymers are highly reactive and may be polymerized with or without other monomers to produce flame retardant solid or cellular interpolymers. In one variant, flame retardant solid or cellular polymers are produced by interpolymerizing organic polyisocyanates with the prepolymers. In another variant, solid or cellular interpolymers are produced by polymerizing the prepolymers without monomers such as polyisocyanate in the presence of unreacted furfuryl alcohol. Processes are provided for preparing the aforementioned novel liquid prepolymers and solid or cellular interpolymers.
    Type: Grant
    Filed: November 29, 1976
    Date of Patent: August 22, 1978
    Assignee: BASF Wyandotte Corporation
    Inventors: Thirumurti Narayan, Moses Cenker
  • Patent number: 4108808
    Abstract: Liquid oxyalkylated polyol prepolymers are prepared by oxyalkylating a prepolymer prepared from a hydroxy aromatic compound, an aldehyde and furfuryl alcohol with an alkylene oxide containing about 2-4 carbon atoms. The oxyalkylated polyol prepolymers have a viscosity of 1000-500,000 centipoises at 25.degree. C. and contain about 1.1-6 moles of interpolymerized aldehyde, about 3.1-15 moles of interpolymerized furfuryl alcohol, and about 1-10 moles of interpolymerized alkylene oxide for each mole of interpolymerized hydroxy aromatic compound. The resultant prepolymers are highly reactive and may be further polymerized with or without monomers such as polyisocyanate to produce flame retardant solid or cellular interpolymers. Flame retardant solid or cellular polyurethanes are prepared in one variant by interpolymerizing organic polyisocyanates with the oxyalkylated polyol prepolymers. In another variant, flame retardant closed cell cellular interpolymers are provided.
    Type: Grant
    Filed: November 26, 1976
    Date of Patent: August 22, 1978
    Assignee: BASF Wyandotte Corporation
    Inventors: Thirumurti Narayan, Moses Cenker