Patents by Inventor Timothy Brydon Burnell

Timothy Brydon Burnell has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 6891015
    Abstract: High yields of ester-substituted diary carbonates such as bis-methyl salicyl carbonate were obtained by the condensation of ester-substituted phenols with phosgene in the presence of a phase transfer catalyst (PTC) and optionally a tertiary amine catalyst in a solvent free reaction system comprising an aqueous phase held at a pH of 8.3 or higher. The optimized conditions of the present invention use an excess of ester-substituted phenol relative to phosgene and high conversion of phosgene to ester-substituted diaryl carbonate is observed. The product ester-substituted diaryl carbonate may be conveniently isolated as a solid by filtration or as a liquid in which the excess ester-substituted phenols serves as solvent. The method represents an attractive route for the manufacture of bis methyl salicyl carbonate and ester-substituted diaryl carbonates generally. The ester-substituted diaryl carbonates are useful for the preparation and modification of polycarbonates.
    Type: Grant
    Filed: August 12, 2002
    Date of Patent: May 10, 2005
    Assignee: General Electric Company
    Inventors: Timothy Brydon Burnell, Patrick Joseph McCloskey, Ganesh Kailasam, James Anthony Cella
  • Patent number: 6576911
    Abstract: In an embodiment, the present invention is directed a method and an apparatus comprising irradiating a polymer sample with at least one wavelength of substantially monochromatic light and monitoring radiation emitted by the polymer sample which is correlated to sample hydrolysis and a change in polymer molecular weight.
    Type: Grant
    Filed: October 19, 2000
    Date of Patent: June 10, 2003
    Assignee: General Electric Company
    Inventors: Radislav Alexandrovich Potyrailo, Patrick Joseph McCloskey, Timothy Brydon Burnell
  • Patent number: 6576801
    Abstract: The present invention relates to a method of neutralizing residual acid species in crude dihydric phenol comprising the step of introducing a thermally stable organic base selected from the group consisting of tetraalkyl phosphonium hydroxides, tetraorganophosphonium carboxylic acid salts, or a mixture thereof into the crude dihydric phenol.
    Type: Grant
    Filed: February 25, 2002
    Date of Patent: June 10, 2003
    Assignee: General Electric Company
    Inventors: Paul Michael Smigelski, Jr., Timothy Brydon Burnell, Patrick Joseph McCloskey
  • Patent number: 6548623
    Abstract: Polycarbonates containing low or undetectable levels of Fries rearrangement product may be prepared by the melt reaction of a dihydroxy aromatic compound such as bisphenol A with an ester-substituted diaryl carbonate such as the diaryl carbonate of methyl salicylate, bis-methyl salicyl carbonate. Low levels of Fries product are obtained as the combined result of a highly effective catalyst system which suppresses the Fries reaction and the use of lower melt polymerization temperatures relative to temperatures required for the analogous polymerization reaction using diphenyl carbonate.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: April 15, 2003
    Assignee: General Electric Company
    Inventors: Daniel Joseph Brunelle, Patrick Joseph McCloskey, Paul Michael Smigelski, Jr., Timothy Brydon Burnell, Ganesh Kailasam
  • Publication number: 20030060649
    Abstract: High yields of ester-substituted diary carbonates such as bis-methyl salicyl carbonate were obtained by the condensation of ester-substituted phenols with phosgene in the presence of a phase transfer catalyst (PTC) and optionally a tertiary amine catalyst in a solvent free reaction system comprising an aqueous phase held at a pH of 8.3 or higher. The optimized conditions of the present invention use an excess of ester-substituted phenol relative to phosgene and high conversion of phosgene to ester-substituted diaryl carbonate is observed. The product ester-substituted diaryl carbonate may be conveniently isolated as a solid by filtration or as a liquid in which the excess ester-substituted phenols serves as solvent. The method represents an attractive route for the manufacture of bis methyl salicyl carbonate and ester-substituted diaryl carbonates generally. The ester-substituted diaryl carbonates are useful for the preparation and modification of polycarbonates.
    Type: Application
    Filed: August 12, 2002
    Publication date: March 27, 2003
    Applicant: General Electric Company
    Inventors: Timothy Brydon Burnell, Patrick Joseph McCloskey, Ganesh Kailasam, James Anthony Cella
  • Publication number: 20030050427
    Abstract: Polycarbonates containing low or undetectable levels of Fries rearrangement product may be prepared by the melt reaction of a dihydroxy aromatic compound such as bisphenol A with an ester-substituted diaryl carbonate such as the diaryl carbonate of methyl salicylate, bis-methyl salicyl carbonate. Low levels of Fries product are obtained as the combined result of a highly effective catalyst system which suppresses the Fries reaction and the use of lower melt polymerization temperatures relative to temperatures required for the analogous polymerization reaction using diphenyl carbonate.
    Type: Application
    Filed: July 24, 2001
    Publication date: March 13, 2003
    Applicant: General Electric Company
    Inventors: Daniel Joseph Brunelle, Patrick Joseph McCloskey, Paul Michael Smigelski, Timothy Brydon Burnell, Ganesh Kailasam
  • Patent number: 6518391
    Abstract: Solid state polymerization of partially crystalline polycarbonate oligomers bearing ester-substituted terminal groups occurs at useful reaction rates despite their high level of endcapping. Partially crystalline polycarbonate oligomers having ester substituted terminal groups may be obtained in a single step by reaction of an ester substituted diaryl carbonate such as bis-methyl salicyl carbonate with a dihydroxy aromatic compound such as bisphenol A in the presence of a transesterification catalyst such as sodium hydroxide. Alternatively, amorphous oligomeric polycarbonates incorporating ester substituted endgroups may be obtained through careful control of the melt reaction conditions. The amorphous oligomeric polycarbonates are crystallized upon exposure to solvent vapor and subsequently undergo solid state polymerization at synthetically useful reaction rates.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: February 11, 2003
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, James Day, Paul Michael Smigelski, Jr., Timothy Brydon Burnell
  • Patent number: 6469192
    Abstract: High yields of ester-substituted diary carbonates such as bis-methyl salicyl carbonate were obtained by the condensation of ester-substituted phenols with phosgene in the presence of a phase transfer catalyst (PTC) and optionally a tertiary amine catalyst in a solvent free reaction system comprising an aqueous phase held at a pH of 8.3 or higher. The optimized conditions of the present invention use an excess of ester-substituted phenol relative to phosgene and high conversion of phosgene to ester-substituted diaryl carbonate is observed. The product ester-substituted diaryl carbonate may be conveniently isolated as a solid by filtration or as a liquid in which the excess ester-substituted phenols serves as solvent. The method represents an attractive route for the manufacture of bis methyl salicyl carbonate and ester-substituted diaryl carbonates generally.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: October 22, 2002
    Assignee: General Electric Company
    Inventors: Timothy Brydon Burnell, Patrick Joseph McCloskey, Ganesh Kailasam, James Anthony Cella
  • Publication number: 20020143134
    Abstract: The present invention relates to a method of neutralizing residual acid species in crude dihydric phenol comprising the step of introducing a thermally stable organic base selected from the group consisting of tetraalkyl phosphonium hydroxides, tetraorganophosphonium carboxylic acid salts, or a mixture thereof into the crude dihydric phenol.
    Type: Application
    Filed: February 25, 2002
    Publication date: October 3, 2002
    Inventors: Paul Michael Smigelski, Timothy Brydon Burnell, Patrick Joseph McCloskey
  • Patent number: 6437082
    Abstract: The stoichiometric ratio of dihydric phenol to diarylcarbonate during production of polycarbonates can be evaluated by infrared analysis, preferably using an FTIR spectrometer, to detect the amount of BPA or other dihydric phenol in the mix tank. In one format of the method, one or both of two characteristic peaks, reflecting the methyl CH bonds and hydroxyl OH bonds are evaluated. These peaks occur equally in BPA monomers and oligomers, and hence are independent of the degree of oligomerization or polymerization which has occurred. For this reason, monitoring of stoichiometry can be performed on the contents of the mix tank, or on the products from or contents of any downstream reactors. Using a calibration curve, the absorbance associated with these bonds is converted into a measure of the concentration of BPA and from that to first moles and then grams of BPA in the mixture being tested. The amount of DPC is determined by subtracting the number of grams of BPA from the total initial sample weight.
    Type: Grant
    Filed: June 23, 2000
    Date of Patent: August 20, 2002
    Assignee: General Electric Company
    Inventors: Linda McCracken, Patrick McCloskey, Eva Mardomingo-Santás, Timothy Brydon Burnell
  • Patent number: 6420588
    Abstract: High yields of ester-substituted diary carbonates such as bis-methyl salicyl carbonate were obtained by the condensation of methyl salicylate with phosgene in the presence of a phase transfer catalyst (PTC) in an interfacial reaction system in which the pH of the aqueous phase was greater than 9.3. Using the method of the present invention conversions of greater than 99% were obtained whereas under standard conditions using triethylamine as the catalyst conversions were limited to 70-75% of the methyl salicylate starting material even with a 20 mole % excess of added phosgene. The optimized conditions of the of the present invention use only a slight excess of phosgene and represent an attractive route for the manufacture of bis methyl salicyl carbonate and ester-substituted diaryl carbonates generally.
    Type: Grant
    Filed: July 24, 2001
    Date of Patent: July 16, 2002
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Timothy Brydon Burnell, Daniel Joseph Brunelle, Elliott West Shanklin, Paul Michael Smigelski, Jr., Ganesh Kailasam
  • Patent number: 6414106
    Abstract: The present invention relates to a method of neutralizing residual acid species in crude dihydric phenol comprising the step of introducing a thermally stable organic base selected from the group consisting of tetraalkyl phosphonium hydroxides, tetraorganophosphonium carboxylic acid salts, or a mixture thereof into the crude dihydric phenol.
    Type: Grant
    Filed: March 2, 2001
    Date of Patent: July 2, 2002
    Assignee: General Electric Company
    Inventors: Paul Michael Smigelski, Jr., Timothy Brydon Burnell, Patrick Joseph McCloskey
  • Patent number: 6403754
    Abstract: Acidic impurities in dihydroxyaromatic compounds such as bisphenol A, as illustrated by sulfonic acids and mercaptocarboxylic acids, can have an adverse effect on the molecular weight of a polycarbonate prepared therefrom by transesterification. The same is true of acidic impurities in diaryl carbonates such as diphenyl carbonate, as illustrated by salicylic acid and ferric chloride. The reagents are analyzed for these impurities. Based on the analysis, the reagents are discarded or recycled, or a compensatory amount of alkali metal hydroxide is employed as a catalyst in the reaction.
    Type: Grant
    Filed: January 29, 2001
    Date of Patent: June 11, 2002
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Paul Michael Smigelski, Jr., Timothy Brydon Burnell, Juan Rodriques Ordonez, Ignacia Vic Fernandez, Gerardo Hidalgo-Llinas, Rudy Francois Alain J. Peemans, Edward Venama
  • Patent number: 6316578
    Abstract: This invention relates to a method for the preparation of polycarbonate by the melt process comprising reacting a diphenol and a diarylcarbonate in the presence of a catalyst system comprising a catalytically effective amount of an alkali and/or alkali earth metal salt of a non volatile acid and a base.
    Type: Grant
    Filed: February 4, 2000
    Date of Patent: November 13, 2001
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Timothy Brydon Burnell, Paul Michael Smigelski, Jr.
  • Patent number: 6300460
    Abstract: This invention relates to mixed dialkali metal salts of sulfuric acid containing at least one cesium equivalent useful in catalyst systems in melt polymerizations. The catalysts provide product with low branching side reaction products and good properties.
    Type: Grant
    Filed: July 6, 2000
    Date of Patent: October 9, 2001
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Timothy Brydon Burnell, Paul Michael Smigelski, Jr., Alberto Nisoli
  • Patent number: 6252035
    Abstract: The present invention relates to a method for the preparation of polycarbonate comprising preparing a polycarbonate by a melt process by reacting a diphenol and a diaryl carbonate in the presence of a catalytically effective amount of one or more alkali and or alkali earth metal salts of chelating agents. Suitable chelating agents include nitrilotriacetate and EDTA.
    Type: Grant
    Filed: November 29, 1999
    Date of Patent: June 26, 2001
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Timothy Brydon Burnell, Paul Michael Smigelski, Jr.
  • Patent number: 6228973
    Abstract: A method of preparing polycarbonate by the melt process comprising the steps of: a) melting a dihydric phenol and a diester of carbonic acid for a time and at a temperature sufficient to form a melt; and thereafter introducing a catalyst composition comprising a tetraorganophosphonium salt or a derivative thereof and 1) an alkali and/or alkali earth metal compound or derivative thereof or 2) a less active alkali and/or alkali earth metal derivative thereof into the melt; and b) oligomerizing the product from step a) to a number average molecular weight of from about 3000 to about 7500; and c) polymerizing the product from step b) to a number average molecular weight of from about 16,000 to about 35,000.
    Type: Grant
    Filed: June 2, 2000
    Date of Patent: May 8, 2001
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Timothy Brydon Burnell, Paul Michael Smigelski, Jr., Johan Pieter Anna Heuts, Hendricus Franciscus Zirkzee
  • Patent number: 6187447
    Abstract: Anti-fouling coatings comprise a room temperature vulcanizable polyorganosiloxane composition and a polyorganosiloxane free from silanol groups and comprising at least one hydroxy- or alkoxy-terminated polyoxyalkylenealkyl radical. The latter is capable of blooming to the surface of the cured room temperature vulcanizable composition, thus inhibiting the deposition of marine life on the coated article.
    Type: Grant
    Filed: May 22, 2000
    Date of Patent: February 13, 2001
    Assignee: General Electric Company
    Inventors: Judith Stein, Timothy Brydon Burnell, James Anthony Cella
  • Patent number: 6184334
    Abstract: The present invention relates to a method for the preparation of polycarbonate comprising preparing a polycarbonate by a melt process by reacting a diphenol and a diaryl carbonate in the presence of a catalytically effective amount of one or more alkali metal salts of oxoacids of sulfur.
    Type: Grant
    Filed: October 4, 1999
    Date of Patent: February 6, 2001
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Timothy Brydon Burnell, Paul Michael Smigelski, Jr.
  • Patent number: RE38995
    Abstract: High yields of ester-substituted diary carbonates such as bis-methyl salicyl carbonate were obtained by the condensation of methyl salicylate with phosgene in the presence of a phase transfer catalyst (PTC) in an interfacial reaction system in which the pH of the aqueous phase was greater than 9.3. Using the method of the present invention conversions of greater than 99% were obtained whereas under standard conditions using triethylamine as the catalyst conversions were limited to 70-75% of the methyl salicylate starting material even with a 20 mole % excess of added phosgene. The optimized conditions of the of the present invention use only a slight excess of phosgene and represent an attractive route for the manufacture of bis methyl salicyl carbonate and ester-substituted diaryl carbonates generally.
    Type: Grant
    Filed: August 15, 2003
    Date of Patent: February 28, 2006
    Assignee: General Electric Company
    Inventors: Patrick Joseph McCloskey, Timothy Brydon Burnell, Daniel Joseph Brunelle, Elliott West Shanklin, Paul Michael Smigelski, Jr., Ganesh Kailasam