Patents Represented by Attorney James L. Bailey
  • Patent number: 4184023
    Abstract: Covers a method of producing a polyurethane by utilizing N-(dimethylaminopropyl)methacrylamide as a catalyst in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst.
    Type: Grant
    Filed: October 10, 1978
    Date of Patent: January 15, 1980
    Assignee: Texaco Development Corp.
    Inventor: Michael Cuscurida
  • Patent number: 4182864
    Abstract: A process is provided for recovering substantially pure triethylenediamine in liquid tertiary amine solutions directly from the crude triethylenediamine reaction mixture without resort to a need to purify the triethylenediamine by crystallization. The process includes initially admixing a tertiary amine with a crude triethylenediamine liquid reaction product mixture. The admixture thus formed is then distilled under conditions such that the triethylenediamine and tertiary amine codistill as a substantially pure triethylenediamine solute in liquid tertiary amine solution. The collected codistillate being substantially free of reaction by-products can be used directly to catalyze urethane systems.
    Type: Grant
    Filed: September 21, 1978
    Date of Patent: January 8, 1980
    Assignee: Texaco Development Corporation
    Inventors: Edward C. Y. Nieh, George P. Speranza
  • Patent number: 4182845
    Abstract: Novel thermoplastic adhesive components, prepared from inexpensive and readily available synthetic materials, having melting points between about 20.degree. C. to about 180.degree. C. and broad ranges of hardness, flexibility and compatibility are disclosed. The novel thermoplastic compounds useful in adhesive formulations are comprised of a resinous polyamide reaction product of a polyoxypropylene polyamine having an average molecular weight of from about 190 to about 3,000 and being selected from diamines, triamines, or mixtures thereof, piperazine and an aliphatic or aromatic dicarboxylic acid, ester or anhydride having from about 4 to about 20 carbon atoms per molecule. The resinous polyamide reaction product is prepared by mixing and reacting the polyoxypropylene polyamine, piperazine, and dicarboxylic acid materials in a total amine:acid molar ratio within the range of from about 0.25:1.0 to about 4.0:1.0 at a temperature of from about 175.degree. C. to about 270.degree. C.
    Type: Grant
    Filed: June 29, 1978
    Date of Patent: January 8, 1980
    Assignee: Texaco Development Corporation
    Inventors: Ernest L. Yeakey, Harold G. Waddill
  • Patent number: 4181682
    Abstract: Covers a polymeric amine having the following structural formula: ##STR1## where x is an average number ranging from about 6 to 50, and y and z are average numbers ranging from about 1 to about 20, with the sum of y and z being from about 6 to about 40. Also covers a method of preparing said amine polymer.
    Type: Grant
    Filed: January 9, 1978
    Date of Patent: January 1, 1980
    Assignee: Texaco Development Corp.
    Inventors: Lewis W. Watts, Jr., Harold G. Waddill
  • Patent number: 4180643
    Abstract: Covers a new composition of matter comprising an acrylamide or methacrylamide monomer characterized by the following structural formula: ##STR1## where R.sub.1, R.sub.2 and R.sub.5 are hydrogen or methyl, R.sub.3 and R.sub.4 are lower alkyl, n is an integer ranging from 1 to 6 and A represents an anion.
    Type: Grant
    Filed: November 16, 1978
    Date of Patent: December 25, 1979
    Assignee: Texaco Development Corp.
    Inventors: Philip H. Moss, Edward C. Y. Nieh
  • Patent number: 4180644
    Abstract: Covers certain aromatic-amine amides which comprise the reaction product of an alkylene polyoxypropylene diamine, triamine, or tetramine and an isatoic anhydride of the formula: ##STR1## where R" is selected from the group consisting of hydrogen, alkyl, nitro, halo, hydroxy, amino, and cyano, and n is a number of 1-4. Also covers the use of said compounds as chain-extenders in polyurethane compositions. Such chain-extenders provide for the production of polyurethane elastomers having improved tensile strength, tear strength and elongation properties.
    Type: Grant
    Filed: July 31, 1978
    Date of Patent: December 25, 1979
    Assignee: Texaco Development Corp.
    Inventors: Edward T. Marquis, Ernest L. Yeakey
  • Patent number: 4178426
    Abstract: The adhesion properties of amine-cured epoxy resins are enhanced by addition of certain polyether diureide additives in combination with specific amine curing agents. The adhesively superior epoxy resin composition comprises a vincinal polyepoxide, a curing amount of an aminopropyl ethylenediamine curing agent, and an effective amount of a polyether diureide having terminal ureido or monosubstituted ureido groups and a molecular weight of from about 2000 to about 3000.
    Type: Grant
    Filed: February 27, 1978
    Date of Patent: December 11, 1979
    Assignee: Texaco Development Corp.
    Inventor: Harold G. Waddill
  • Patent number: 4175097
    Abstract: Covers compounds of the formula: ##STR1## where R is lower alkyl and R.sub.1 is hydrogen, alkyl or aryl and ##STR2## where R is lower alkyl and R.sub.2 is hydrogen or alkyl. Also covers a method of producing a polyurethane by utilizing said above compounds as catalysts in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst.
    Type: Grant
    Filed: October 21, 1977
    Date of Patent: November 20, 1979
    Assignee: Texaco Development Corp.
    Inventor: Edward E. McEntire
  • Patent number: 4172847
    Abstract: A process for treating methylene-bridged polyphenylpolyamine mixtures prepared by the silica-alumina catalyzed condensation reaction of aniline and formaldehyde to obtain substantially pure low functionality Diaminodiphenylmethanes having increased 4,4'-positional isomer content and a higher functionality methylene-bridge polyphenylpolyamine mixture having a narrow molecular weight range is disclosed. A methylene-bridge polyphenylpolyamine mixture, prepared by the condensation reaction of aniline and formaldehyde carried out in the presence of a silica-alumina cracking catalyst, containing at least about 75 weight percent diaminodiphenylmethanes based upon the weight of the mixture and having a 4,4'-positional isomer content in the diamine portion of above about 65%, based upon the weight of the diamine portion, is admixed at a temperature of from about room temperature to about 150.degree. C. with a material capable of forming a solution with the mixture at the temperature employed.
    Type: Grant
    Filed: November 11, 1974
    Date of Patent: October 30, 1979
    Assignee: Texaco Development Corp.
    Inventors: Edward T. Marquis, Heinz Schulze
  • Patent number: 4162931
    Abstract: Novel thermoplastic adhesive components, prepared from inexpensive and readily available synthetic materials, having melting points between about 20.degree. C. to about 180.degree. C. and broad ranges of hardness, flexibility and compatibility are disclosed. The novel thermoplastic compounds useful in adhesive formulations are comprised of a resinous polyamide reaction product of a polyoxypropylene polyamine having an average molecular weight of from about 190 to about 3,000 and being selected from diamines, triamines, or mixtures thereof, piperazine and an aliphatic or aromatic dicarboxylic acid, ester or anhydride having from about 4 to about 20 carbon atoms per molecule. The resinous polyamide reaction product is prepared by mixing and reacting the polyoxypropylene polyamine, piperazine, and dicarboxylic acid materials in a total amine:acid molar ratio within the range of from about 0.25:1.0 to about 4.0:1.0 at a temperature of from about 175.degree. C. to about 270.degree. C.
    Type: Grant
    Filed: November 14, 1977
    Date of Patent: July 31, 1979
    Assignee: Texaco Development Corp.
    Inventors: Ernest L. Yeakey, Harold G. Waddill
  • Patent number: 4162358
    Abstract: A liquid methylene bridged polyaromatic amine curing agent for vicinal epoxide resins with high amine content is prepared by reacting an aromatic amine mixture of aniline containing two to eight mole percent of a mononuclear aromatic diamine having the amine groups bonded to nonadjacent carbon atoms of the aromatic ring, with formaldehyde. The resulting methylene bridged polyaromatic amine curing agent produces a cured epoxy resin having a higher heat distortion temperature than conventional curing agents produced by the reaction of aniline alone with formaldehyde.
    Type: Grant
    Filed: August 28, 1978
    Date of Patent: July 24, 1979
    Assignee: Texaco Development Corporation
    Inventors: Edward T. Marquis, Harold G. Waddill
  • Patent number: 4156760
    Abstract: Covers a method of producing a polyurethane by utilizing aminoimide compounds as catalysts in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst. Said aminoimides have the formula: ##STR1## where R.sub.1 and R.sub.2 are independently alkyl, or when taken together are selected from the group consisting of morpholino and piperazino, R.sub.3 is selected from the group consisting of --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 -- and ##STR2## AND N IS A NUMBER OF 1-6.
    Type: Grant
    Filed: August 16, 1978
    Date of Patent: May 29, 1979
    Assignee: Texaco Development Corp.
    Inventor: Robert L. Zimmerman
  • Patent number: 4148802
    Abstract: Covers a method of preparing an alpha-vinyloxazoline compound from the corresponding oxazoline ether compound, and more preferably covers a three step synthesis of preparing alpha-vinyloxazolines via reaction of acrylonitrile and alcohols.
    Type: Grant
    Filed: April 3, 1978
    Date of Patent: April 10, 1979
    Assignee: Texaco Development Corp.
    Inventors: Lewis W. Watts, Jr., Ernest L. Yeakey
  • Patent number: 4148819
    Abstract: Covers a diisocyanate having the following structural formula: ##STR1## WHERE X IS AN AVERAGE NUMBER RANGING FROM ABOUT 6 TO 50, AND Y AND Z ARE AVERAGE NUMBERS RANGING FROM ABOUT 1 TO ABOUT 20, WITH THE SUM OF Y AND Z BEING FROM ABOUT 6 TO ABOUT 40. Also covers a method of preparing said diisocyanate.
    Type: Grant
    Filed: April 3, 1978
    Date of Patent: April 10, 1979
    Assignee: Texaco Development Corp.
    Inventors: Lewis W. Watts, Jr., Clifford L. Lambert, Jr., Edward T. Marquis
  • Patent number: 4146560
    Abstract: Covers a process for preparing polyamines from the corresponding polynitriles via a pelleted cobalt-copper-chromium hydrogenation catalyst which comprises contacting a polynitrile with hydrogen in presence of said catalyst and a stabilizing agent comprising a polyamine or a hydroxyl-amine whereby catalyst pellet disintegration is inhibited by the presence of said stabilizing agent.
    Type: Grant
    Filed: November 28, 1977
    Date of Patent: March 27, 1979
    Assignee: Texaco Development Corp.
    Inventors: John M. Larkin, Philip H. Moss
  • Patent number: 4143071
    Abstract: Covers compounds of the formula ##STR1## where R" is lower alkyl, R is hydrogen or lower alkyl and Y is selected from the group consisting of CN, CONH.sub.2, CO.sub.2 R', CONR'.sub.2 and COR' where R' independently is hydrogen, lower alkyl or aryl. Also covers a method of producing a polyurethane by utilizing said above compounds as catalysts in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: March 6, 1979
    Assignee: Texaco Development Corp.
    Inventors: Edward E. McEntire, George P. Speranza
  • Patent number: 4141885
    Abstract: The resistance to thermal shock of anhydride cured epoxy resins is improved by the addition of a bis ureide of a polyoxyalkylene polyamine additive. The heat deflection properties of the epoxy resins are not appreciably compromised by the addition of the additive. The improved epoxy resin composition comprises a vicinal polyepoxide, an effective amount of a substituted bicyclic vicinal anhydride curing agent and an effective amount of a thermal shock resistance improving additive consisting essentially of a bis ureide of a polyoxyalkylene polyamine, said additive having an average molecular weight of at least 4,000.
    Type: Grant
    Filed: June 30, 1977
    Date of Patent: February 27, 1979
    Assignee: Texaco Development Corp.
    Inventor: Harold G. Waddill
  • Patent number: 4139524
    Abstract: The adhesive strength of amine-cured epoxy resins are improved by the addition of a bis ureide of a polyoxyalkylene polyamine additive. The improved epoxy resin composition comprises a vicinal polyepoxide, an effective amount of a polyamine curing agent, and an effective amount of an adhesive strengthening additive consisting essentially of a bis ureide of a polyoxyalkylene polyamine, said additive having an average molecular weight of at least 4,000.
    Type: Grant
    Filed: June 30, 1977
    Date of Patent: February 13, 1979
    Assignee: Texaco Development Corporation
    Inventor: Harold G. Waddill
  • Patent number: 4139698
    Abstract: Covers an aminated starch derivative prepared by the reductive amination of an oxidized starch by reaction with ammonia or ammonium hydroxide. Also, covers a process of preparing said derivative.
    Type: Grant
    Filed: August 29, 1977
    Date of Patent: February 13, 1979
    Assignee: Texaco Development Corporation
    Inventor: Lewis W. Watts, Jr.
  • Patent number: 4137265
    Abstract: A group of water-insoluble nitrogen-containing polyols is provided which are capable of self-catalyzed reaction with organic polyisocyanates to form rigid polyurethane foams of excellent dimensional strength. The polyols of this group are prepared by reacting from 2 to 3 mols of propylene oxide with one mol of the Mannich reaction product of a mol of phenol or nonylphenol with one or two mols of diethanolamine.
    Type: Grant
    Filed: January 28, 1976
    Date of Patent: January 30, 1979
    Assignee: Texaco Development Corporation
    Inventors: Gayle D. Edwards, Doris M. Rice, Robert L. Soulen