Organic Compound, Which Contains Nitrogen, Utilized As Preservative Or Stabilizer Patents (Class 558/306)
  • Publication number: 20140121399
    Abstract: The polymerization of monomers may be at least partially reduced or inhibited by introducing an effective amount of an additive. The additive may be or include a first compound: where: R1 and R2 may be or include an alkyl group, an aryl group, an alkyl group having a heteroatom, an aryl group having a heteroatom, and combinations thereof. The hetero atom may be or include sulfur, nitrogen and/or oxygen. R1 may be the same or different from R2. The polymerizable monomers may be or include, but are not limited to styrene, butadiene, isoprene, acrylic acid, acrylonitrile, vinyl acetate, and combinations thereof.
    Type: Application
    Filed: October 25, 2012
    Publication date: May 1, 2014
    Applicant: BAKER HUGHES INCORPORATED
    Inventors: Hua Mo, Roger D. Metzler
  • Publication number: 20100168434
    Abstract: The present invention provides methods and compositions for inhibiting polymerisation of ethylenically unsaturated monomers, which involve the use of nitroxide compound of formula (I): wherein R1 is C4-20 hydrocarbyl; and R2, R3, R4 and R5 are independently each C1-6 alkyl.
    Type: Application
    Filed: October 19, 2006
    Publication date: July 1, 2010
    Applicant: A H MARKS AND COMPANY LIMITED
    Inventors: Richard Colin Loyns, Edward David Rippon, Emyr Phillips
  • Patent number: 7282600
    Abstract: Economical processes are disclosed for recovery and refining of valuable nitrogen-containing organic compounds formed by catalytic oxidation of least one feed compound selected from the group consisting of propane, propylene, isobutane and isobutylene in the presence of ammonia to produce a gaseous. Processes of the invention include quenching the gaseous reactor effluent with an aqueous quench liquid; forming an aqueous solution comprising the corresponding unsaturated mononitrile, hydrogen cyanide and other organic co-products; and using an integrated sequence of distillations and phase separations to recover for recycle of a useful aqueous liquid, and obtain the desired nitrogen-containing products. According to the invention aqueous solutions are fractionated in an integrated system of multi-stage columns while an effective polymerization inhibiting amount of at least one member of a preselected class of p-phenylenediamine compounds is maintained therein.
    Type: Grant
    Filed: May 24, 2004
    Date of Patent: October 16, 2007
    Assignee: Ineos USA LLC
    Inventors: Bruce I. Rosen, Bruce E. Firth
  • Patent number: 6984749
    Abstract: Economical processes are disclosed for recovery and refining of valuable nitrogen-containing organic compounds formed by catalytic oxidation of least one feed compound selected from the group consisting of propane, propylene, isobutane and isobutylene in the presence of ammonia to produce a gaseous. Processes of the invention include quenching the gaseous reactor effluent with an aqueous quench liquid; forming an aqueous solution comprising the corresponding unsaturated mononitrile, hydrogen cyanide and other organic co-products; and using an integrated sequence of distillations and phase separations to recover for recycle of a useful aqueous liquid, and obtain the desired nitrogen-containing products. According to the invention aqueous solutions are fractionated in an integrated system of multi-stage columns while an effective polymerization inhibiting amount of at least one member of a preselected class of p-phenylenediamine compounds is maintained therein.
    Type: Grant
    Filed: December 4, 2002
    Date of Patent: January 10, 2006
    Assignee: BP Corporation North America Inc.
    Inventors: Bruce I. Rosen, Bruce E. Firth
  • Publication number: 20040249182
    Abstract: Economical processes are disclosed for recovery and refining of valuable nitrogen-containing organic compounds formed by catalytic oxidation of least one feed compound selected from the group consisting of propane, propylene, isobutane and isobutylene in the presence of ammonia to produce a gaseous. Processes of the invention include quenching the gaseous reactor effluent with an aqueous quench liquid; forming an aqueous solution comprising the corresponding unsaturated mononitrile, hydrogen cyanide and other organic co-products; and using an integrated sequence of distillations and phase separations to recover for recycle of a useful aqueous liquid, and obtain the desired nitrogen-containing products. According to the invention aqueous solutions are fractionated in an integrated system of multi-stage columns while an effective polymerization inhibiting amount of at least one member of a preselected class of p-phenylenediamine compounds is maintained therein.
    Type: Application
    Filed: May 24, 2004
    Publication date: December 9, 2004
    Inventors: Bruce I. Rosen, Bruce E. Firth
  • Publication number: 20040210078
    Abstract: The use of amidoximes for stabilisation of ethylenically-unsaturated compounds against undesired radical polymerisation is disclosed. Combinations of amidoximes with phenol and/or phenothiazine compounds have a synergistic effect. Preferred amidoximes are nitrilotris(acetamidoxime) and nitrilotris(propionamidoxime).
    Type: Application
    Filed: February 9, 2004
    Publication date: October 21, 2004
    Inventors: Heinz Friedrich Sutoris, Frank Hofer, Sylke Haremza, Gerhard Wagenblast, Volker Schliephake, Ulrich Jager, Jurgen Schroder, Harald Keller
  • Patent number: 6770219
    Abstract: An antifoulant composition comprising (meth)acrylic acid and one or more (meth)acrylate or (meth)acrylamide antifoulant polymers and a method of preventing fouling in (meth)acrylic acid processes comprising adding the (meth)acrylate or (meth)acrylamide antifoulant polymers to the (meth)acrylic acid process stream.
    Type: Grant
    Filed: October 15, 2002
    Date of Patent: August 3, 2004
    Assignee: Nalco Energy Services
    Inventor: David Youdong Tong
  • Publication number: 20040010159
    Abstract: Disclosed herein is a method for inhibiting the premature polymerization of ethylenically unsaturated monomers comprising adding to said monomers an effective amount of: A) at least one nitroxyl compound, and B) at least one quinone alkide compound having an electron-withdrawing group at the 7-position. Additionally, a composition is disclosed that comprises: A) at least one nitroxyl compound, and B) at least one quinone alkide compound having an electron-withdrawing group at the 7-position.
    Type: Application
    Filed: March 7, 2003
    Publication date: January 15, 2004
    Inventor: Brigitte Benage
  • Patent number: 6627766
    Abstract: The present invention relates to the use of phenylenediamines, preferably para-phenylenediamines, in combination with hindered phenols, to reduce polymer formation during the manufacture of acrylonitrile.
    Type: Grant
    Filed: December 30, 2002
    Date of Patent: September 30, 2003
    Assignee: Baker Hughes Incorporated
    Inventors: Dwight K. Reid, Marilyn W. Blaschke
  • Patent number: 6608226
    Abstract: The present invention relates to the use of phenylenediamines, preferably para-phenylenediamines, in combination with hindered phenols, to reduce polymer formation during the manufacture of acrylonitrile.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: August 19, 2003
    Assignee: Baker Hughes Incorporated
    Inventors: Dwight K. Reid, Marilyn W. Blaschke
  • Patent number: 6512023
    Abstract: An adhesive composition includes a polymerizable adhesive monomer, at least one vapor phase stabilizer, and at least one liquid phase stabilizer. The combination of at least one vapor phase stabilizer and at least one liquid phase stabilizer provides superior stabilization and shelf-life for the monomer composition. The stabilized adhesive composition provides superior performance and shelf-life and can be sterilized without significant polymerization of the monomer.
    Type: Grant
    Filed: June 18, 1998
    Date of Patent: January 28, 2003
    Assignee: Closure Medical Corporation
    Inventors: Bernard Malofsky, Andrés Rivera, Gabriela Rueda
  • Patent number: 6025515
    Abstract: The present invention provides substituted phenols which are effective to inhibit polymer formation during the manufacture of acrylonitrile. Preferred substituted phenols are (a) hindered phenols, nonhindered phenols, and partially hindered phenols, or (b) combinations of hindered phenols with nonhindered or partially hindered phenols. A most preferred substituted phenol is p-nitrosophenol. In a preferred embodiment, the substituted phenols (with the exception of p-nitrosophenol) are combined with hydrogen transfer agents.
    Type: Grant
    Filed: September 23, 1996
    Date of Patent: February 15, 2000
    Assignee: Baker Hughes Incorporated
    Inventor: Muslim D. Shahid
  • Patent number: 5424343
    Abstract: A cyanoacrylate monomer adhesive formulation which has improved thermal properties resulting from the inclusion in the formulation of an effective amount for enhancing the thermal resistance of the cured polymer of a naphthosultone compound having at least one strong electron withdrawing group thereon, suitably a nitro group.
    Type: Grant
    Filed: October 8, 1992
    Date of Patent: June 13, 1995
    Assignee: Loctite Corporation
    Inventor: Shabbir Attarwala
  • Patent number: 5302681
    Abstract: The premature free-radical polymerization of a non-linear, readily polymerizable organic monomer under conditions where the monomer would otherwise polymerize is inhibited by incorporating within the non-linear, readily polymerizable monomer a polymerization inhibiting amount of a fullerene or a derivative thereof.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: April 12, 1994
    Assignee: Nalco Chemical Company
    Inventor: Robert D. McClain
  • Patent number: 4912247
    Abstract: A composition and method of use for inhibiting the polymerization of acrylate esters during elevated temperature processing and during storage and handling thereafter.It comprises the combination of a Mannich reaction product, which is prepared from a substituted phenol, an aldehyde and ethylenediamine, and either phenylenediamine or derivatives thereof and/or phenothiazine or derivatives thereof.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: March 27, 1990
    Assignee: Betz Laboratories, Ltd.
    Inventor: Paul V. Roling
  • Patent number: 4720566
    Abstract: This invention relates to compositions and methods of inhibiting acrylonitrile polymerization, particularly in quench columns of systems producing acrylonitrile, comprising adding to the acrylonitrile an effective amount for the purpose of (a) a hydroxylamine having the formula ##STR1## wherein R and R' are the same or different and are hydrogen, alkyl, aryl, alkaryl or aralkyl groups, and (b) a para-phenylenediamine or derivative thereof having at least one N--H group. Preferably the phenylenediamine is a para-phenylenediamine having the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and are hydrogen, alkyl, aryl, alkaryl, or aralkyl groups with the proviso that at least one of R.sup.1, R.sup.2, R.sup.3 or R.sup.4 is hydrogen.
    Type: Grant
    Filed: October 23, 1986
    Date of Patent: January 19, 1988
    Assignee: Betz Laboratories, Inc.
    Inventor: John F. Martin
  • Patent number: 4692544
    Abstract: Certain substituted diaryl amines are used to inhibit the polymerization of ethylenically unsaturated monomers; for example, unsaturated carboxylic acids and derivatives thereof.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: September 8, 1987
    Assignee: Sandoz Ltd.
    Inventors: Richard N. Goerner, J. Michael Hipp, Ruth H. Hipp