Preparation By Isomerization Patents (Class 562/482)
  • Patent number: 6479699
    Abstract: Disclosed is a method for selective carboxylation of naphthoic acid, or other aromatic mono-acids to form primarily 2,3-naphthalene dicarboxylic acid (2,3-NDA) or other aromatic diacids which comprises reacting said aromatic mono-acid in the presence of one or more metal oxide catalysts, alone, or in combination, and in the presence of about 0.2 to 0.8 moles excess of base over aromatic mono-acid, at a temperature of about 380° C. to about 420° C., and, in a second step, disproportionating the product of said selective carboxylation at a temperature above about 420° C. to form a product with a greatly improved yield of 2,6-naphthalene dicarboxylic acid, or other aromatic dicarboxylic acid.
    Type: Grant
    Filed: July 3, 2001
    Date of Patent: November 12, 2002
    Assignee: Mossi & Ghisolfi Overseas S.A.
    Inventors: Thomas Fairchild Brownscombe, Donn Anthony DuBois, Susan Secor Pfrehm, William Larry King
  • Patent number: 6441224
    Abstract: Disclosed is a method for selective carboxylation of naphthoic acid, or other aromatic mono-acids to form primarily 2,3-naphthalene dicarboxylic acid (2,3-NDA) or other aromatic diacids which comprises reacting said aromatic mono-acid in the presence of one or more metal oxide catalysts, alone, or in combination, and in the presence of about 0.2 to 0.8 moles excess of base over aromatic mono-acid, at a temperature of about 380° C. to about 420° C., and, in a second step, disproportionating the product of said selective carboxylation at a temperature above about 420° C. to form a product with a greatly improved yield of 2,6-naphthalene dicarboxylic acid, or other aromatic dicarboxylic acid.
    Type: Grant
    Filed: August 22, 2000
    Date of Patent: August 27, 2002
    Assignee: Mossi & Ghisolfi Overseas, S. A.
    Inventors: Thomas Fairchild Brownscombe, Donn Anthony DuBois, Susan Secor Pfrehm, William Larry King
  • Patent number: 6426430
    Abstract: Disclosed is a method for reducing alkali metals in aromatic dicarboxylic acids produced by disproportionation or rearrangement of an alkali salt of a mono- or dicarboxylic acid to levels acceptable for polymerization which comprises: a) Washing the aromatic dicarboxylic acid with water in a ratio of about 5:1 water to acid at a temperature of about 70-200° C.; b) Introducing the washed aromatic dicarboxylic acid into a reactor characterized by minimal backmixing, such as a pipe reactor, and reacting the washed aromatic dicarboxylic acid in the pipe reactor at about 100-200° C.; c) Directing the aromatic dicarboxylic acid exiting the pipe reactor to a centrifuge to separate the solid aromatic dicarboxylic acid from water containing contaminants; d) Optionally, combining the solid aromatic dicarboxylic acid again with water in a ratio of about 5:1 at a temperature of about 100-200° C. to further reduce levels of alkali metals.
    Type: Grant
    Filed: August 22, 2000
    Date of Patent: July 30, 2002
    Assignee: Mossi & Ghisolfi Oversears, S.A.
    Inventors: Robert Lawrence Blackbourn, Raymond Lawrence June
  • Patent number: 4942257
    Abstract: A method of manufacturing an alkali metal salt of 2,3,6,7-naphthalenetetracarboxylic acid. Either a sodium salt or a mixture of sodium salt and potassium salt of at least one naphthalenecarboxylic acid selected form the group consisting of naphthoic acids and naphthalenepolycarboxylic acids is heated to an elevated temperature in an inert gas atmosphere in the presence of a Henkel reaction catalyst and halogenated sodium.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: July 17, 1990
    Assignee: NKK Corporation
    Inventors: Yakudo Tachibana, Kazuhiko Tate, Toshifumi Suzuki, Kouji Chiba
  • Patent number: 4918226
    Abstract: A process for converting formic acid esters or transesterification products thereof to carboxylic acids comprising contacting a formic acid ester of the formula (HCOO).sub.n --R where R is aliphatic, cycloaliphatic or aralkyl and n is 1 or 2 with a catalytically effective amount of a soluble iridium salt and an iodide promoter at a temperature of from about 100.degree. C. to about 300.degree. C. in the presence of an organic solvent containing at least one carboxylic acid.
    Type: Grant
    Filed: June 22, 1981
    Date of Patent: April 17, 1990
    Assignee: Exxon Research and Engineering Company
    Inventor: Roy L. Pruett
  • Patent number: 4820868
    Abstract: Disclosed is a process for the preparation of a naphthalene-2,6-dicarboxylic acid dialkali metal salt which comprises heating an alkali metal salt of naphthoic acid and/or a dialkali metal salt of naphthalene-dicarboxylic acid under pressure with carbon dioxide gas in the presence of a catalyst, wherein an aprotic polycyclic aromatic compound having 2 or 3 rings is used as a reaction medium. Naphthalene-2,6-dicarboxylic acid dialkali metal salt can be obtained in high yield and selectivity with a good reproducibility of the reaction.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: April 11, 1989
    Assignee: Nippon Steel Corporation
    Inventors: Shuichi Mitamura, Koichi Fujishiro, Hiroharu Inoue
  • Patent number: 4345098
    Abstract: A process for producing an isomerized benzene carboxylic acid salt by treating a mixture of an aromatic material, water, and a water soluble reagent comprising a Group Ia or IIa metal with oxygen under conditions sufficient to convert at least a portion of the aromatic material to a benzene carboxylic acid salt of the metal; isomerizing the benzene carboxylic acid salt by heating without converting the benzene carboxylic acid salt to a benzene carboxylic acid salt of a different Group Ia or IIa metal prior to isomerizing; and recovering the benzene carboxylic acid salt. Another embodiment further comprises converting the isomerized benzene carboxylic acid salt to isomerized benzene carboxylic acid; regenerating the reagent; recovering the isomerized benzene carboxylic acid; and recycling the reagent thusly regenerated to supply a portion of the reagent required for producing the benzene carboxylic acid salt.
    Type: Grant
    Filed: February 29, 1980
    Date of Patent: August 17, 1982
    Assignee: Occidental Research Corporation
    Inventor: Raymond A. Schep
  • Patent number: 4263451
    Abstract: A method for removing carbonaceous impurity from zinc oxide by contacting a water slurry of contaminated zinc oxide with oxygen in a reactor at reaction conditions sufficient to produce oxide products of the carbon contaminants and passing the reactor effluent through a filter to collect solid zinc oxide while passing the oxides of carbon through the filter. In a preferred embodiment, contaminated zinc oxide separated from the reaction product in the preparation of terephthalic acid from benzoic acid using zinc benzoate catalyst is subjected to treatment for removal of carbonaceous contaminants before being recycled to reaction with molten benzoic acid to produce zinc benzoate catalyst used in the reaction.
    Type: Grant
    Filed: October 15, 1979
    Date of Patent: April 21, 1981
    Assignee: Phillips Petroleum Company
    Inventors: Ronnie L. Lewis, Fred T. Sherk
  • Patent number: 4230885
    Abstract: Mixture of salts of aromatic mono- or polycarboxylic acids are converted to terephthalate salts in presence of selected catalyst or catalyst mixture, e.g., a mixture of potassium, sodium and cesium benzoates, is disproportionated in the presence of zinc and/or a zinc salt or a mixture of zinc and/or cadmium and a zinc and/or cadmium salt. The mixture of compounds which are to be converted to terephthalate salts will contain at least those of two different alkali metals. A formula m+n is equal to at least 4 is given for determining the catalyst, or catalysts, to be employed. In one embodiment, now preferred, a mixture of sodium, potassium, and cesium benzoates is heated at a reaction temperature of the order of 350.degree.-430.degree. C., more preferably 380.degree.-415.degree. C., in presence of a catalytic mixture of zinc and cadmium benzoates to obtain high yields and rates of reaction at temperatures substantially below those needed in the prior art for similar or better yields, etc.
    Type: Grant
    Filed: June 12, 1978
    Date of Patent: October 28, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Yulin Wu