Patents Assigned to Texaco Chemical Company
  • Patent number: 5098986
    Abstract: Normally liquid polyfunctional final Mannich condensates that are useful as curing agents for epoxy resins are prepared by reacting a para C.sub.1 -C.sub.15 alkyl phenol with formaldehyde and a first polyoxyalkylene diamine to form an intermediate Mannich condensate that is reacted, in turn, with formaldehyde and a second polyoxyalkylene diamine to form the final Mannich condensate, the first polyoxyalkylene diamine having the formula: ##STR1## wherein: n represents a positive number having a value of 1 to about 6, andR' independently represents hydrogen or a methyl group, the second polyoxyalkylene diamine having the formula: ##STR2## wherein n and n' represent positive numbers having a value of 1 to about 6,R' independently represents hydrogen or a methyl group, andR"' represents an alkyl group containing 1 to 4 carbon atoms or a cyanoethyl group.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: March 24, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Jiang-Jen Lin
  • Patent number: 5099072
    Abstract: A method is disclosed wherein t-butanol is reacted with methanol in a reaction zone in the presence of a catalyst to provide methyl-tert-butyl ether and the improvement of accomplishing the reaction in one-step which comprises:a. using an acidic montmorillonite silica-alumina catalyst;b. continuously contacting said t-butanol and methanol in a molar amount of about 0.1 to 10 moles of methanol per mole of t-butanol with said catalyst at a temperature of about 20.degree. C. to about 250.degree. C. and a pressure of about atmospheric to about 1000 psig to obtain the methyl-tert-butyl product.
    Type: Grant
    Filed: March 16, 1990
    Date of Patent: March 24, 1992
    Assignee: Texaco Chemical Company
    Inventor: John F. Knifton
  • Patent number: 5097087
    Abstract: A process is disclosed for preparing synthetic lubricant base stocks having a high dimer to trimer ratio from long-chain olefins. These synthetic lubricant base stocks are prepared in good yield by dimerizing linear olefins using a catalyst comprising a fluorocarbonsulfonic acid polymer on an inert support.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: March 17, 1992
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, Yu-Hwa Sheu
  • Patent number: 5097085
    Abstract: An improved process is disclosed for preparing synthetic lubricant base stocks. Synthetic lubricant base stocks are prepared in good yield by oligomerizing linear olefins using montmorillonite clays which have a phosphorous-containing acid deposited thereon.
    Type: Grant
    Filed: July 12, 1990
    Date of Patent: March 17, 1992
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, John F. Knifton
  • Patent number: 5097070
    Abstract: High molecular weight secondary amine terminated amides are disclosed which are prepared by a two-step process wherein a triamine and dibasic acid are reacted to form an acid terminated amide intermediate which is further reacted with a polyethylene glycol diamine or N,N'-diisopropyl derivative thereof to form an ungelled amine terminated product which is useful as an epoxy curing agent.The product can be represented by the following structure: ##STR1## where x=1 to 5 and R"=H or C.sub.1 to C.sub.4 carbon atoms.
    Type: Grant
    Filed: November 3, 1989
    Date of Patent: March 17, 1992
    Assignee: Texaco Chemical Company
    Inventors: Jiang-Jen Lin, George P. Speranza
  • Patent number: 5095116
    Abstract: A block amido-amine condensation product having the formula: ##STR1## wherein R' represents hydrogen or methyl, andR" represents an organic group selected from the group consisting of polyoxyethylene groups, polyoxypropylene groups, polyoxyethylene/oxypropylene groups, and polyethylene amino groups.
    Type: Grant
    Filed: September 4, 1990
    Date of Patent: March 10, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Jiang-Jen Lin
  • Patent number: 5093458
    Abstract: 4-Methyl-2-morpholinone is an excellent catalytic curing agent for epoxy resins. The compound is also an accelerator when combined with standard epoxy resin curing agents.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: March 3, 1992
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su
  • Patent number: 5093509
    Abstract: An epoxidation reaction product formed by the molybdenum catalyzed reaction of propylene with tertiary butyl hydroperoxide to provide propylene oxide and tertiary butyl alcohol is separated by distillation into a propylene fraction, a propylene oxide fraction, a tertiary butyl alcohol fraction and a heavy liquid distillation fraction composed primarily of tertiary butyl hydroperoxide, tertiary butyl alcohol, dissolved molybdenum catalyst, and impurities including lower aliphatic C.sub.1 -C.sub.4 carboxylic acids, and the dissolved molybdenum content of the heavy distillation fraction is adjusted to about 300 to 500 ppm of dissolved molybdenum, if necessary, by treatment with a precipitating agent and contacted with a solid adsorbent consisting essentially of a synthetic, porous, high surface area amorphous magnesium silicate.
    Type: Grant
    Filed: May 20, 1991
    Date of Patent: March 3, 1992
    Assignee: Texaco Chemical Company
    Inventors: Robert A. Meyer, Edward T. Marquis
  • Patent number: 5093382
    Abstract: Foamed reaction products of organic polyisocyanates containing an average of at least 2 isocyanate groups per molecule with equivalent weights of carbon dioxide-generating, carboxyl group terminated addition reaction products of a polyoxyalkylene polyamine or polyoxyalkylene polyol reactant with a polycarboxylic acid reactant,the polyoxyalkylamine and polyoxyalkyl polyol reactant having an average molecular weight of about 200 to about 5,000 and being selected from the group consisting of polyoxypropylene diamines, polyoxypropylene/oxyethylene diamines, poly(oxytetramethylene) diamines and polyoxypropylene triamines, polyoxypropylene diols, polyoxypropylene/oxyethylene diols, poly(oxytetramethylene) diols and polyoxypropylene triols,the polycarboxylic acid reactant containing 2 to about 45 carbon atoms and being selected from the group consisting of aromatic and aliphatic dicarboxylic acids and anhydrides thereof.
    Type: Grant
    Filed: August 8, 1991
    Date of Patent: March 3, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Donald H. Champion
  • Patent number: 5093506
    Abstract: The distillation product fraction obtained from an isobutane oxidation reaction product after the removal of unreacted isobutane will contain tertiary butyl hydroperoxide, tertiary butyl alcohol and carboxylic acid contaminants such as formic acid, acetic acid and isobutyric acid. It has been discovered that when the distillation product fraction is treated with about 1/2 to 1 equivalents of calcium oxide and/or calcium hydroxide based on the carboxylic acid content of the distillate product fraction, a portion of the carboxylic acid contaminants will precipitate thus partially purifying the distillation product fraction so that, thereafter, molybdenum precipitation will be substantially inhibited when the thus-treated distillation product fraction is used as a feedstock for an epoxidation reaction wherein tertiary butyl hydroperoxide is reacted with an olefin in the presence of a soluble molybdenum catalyst to provide an olefin epoxide and additional tertiary butyl hydroperoxide.
    Type: Grant
    Filed: August 30, 1989
    Date of Patent: March 3, 1992
    Assignee: Texaco Chemical Company
    Inventors: Edward T. Marquis, John R. Sanderson, Robert A. Meyer
  • Patent number: 5093455
    Abstract: Disclosed is a coating composition with improved stability which comprises an isocyanate which has been chemically blocked and a curing agent comprising an N,N'-dialkylalkylenediamine.
    Type: Grant
    Filed: July 21, 1989
    Date of Patent: March 3, 1992
    Assignee: Texaco Chemical Company
    Inventors: Michael Cuscurida, George P. Speranza, Wei-Yang Su
  • Patent number: 5091572
    Abstract: Liquid amine terminated polyamide addition products having an average molecular weight of about 3,000 to about 10,000 are prepared by the non-catalytic reaction of a dicarboxylic acid having a molecular weight within the range of about 130 to about 700 with a higher molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 1,500 to about 6,000 and with a lower molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 200 to about 700, the reaction conditions including a temperature within the range of about 150.degree. to about 280.degree. C., a pressure of about 0.1 to 20 atmospheres and a reaction time of about 2 to about 5 hours.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: February 25, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Wei-Yang Su
  • Patent number: 5091585
    Abstract: A method for continuous production of tertiary aliphatic methyl amines, particularly fatty aliphatic methyl amines such as di-hydrogenated tallow methyl amine from fatty alkyl amines, such as di-hydrogenated tallow amine over a nickel catalyst has been discovered. The reaction gives high selectivity of tertiary methyl amine over the coproduced secondary amines. The reaction may be conducted continuously in the presence of hydrogen and a formaldehyde source. The formaldehyde source may be selected from the group consisting of formaldehyde alone, formalin, a solution of mixed formaldehyde and paraformaldehyde in methanol and water, trioxane and mixtures thereof. The nickel catalyst may be promoted with copper and/or chromium, in one embodiment.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: February 25, 1992
    Assignee: Texaco Chemical Company
    Inventors: Wei-Yang Su, Robert L. Zimmerman
  • Patent number: 5091574
    Abstract: Tetrafunctional amine derivatives of digyclidyl ethers of Bisphenol A that are liquid at ambient temperatures and that are useful as curing agents for epoxy resins are disclosed together with the method by which they are prepared which comprises the steps of:dissolving the diglycidyl ether in a solvent (acetone or methyl ethyl ketone) and adding a polyoxyalkylene diamine in the mole ratio of about 4 to about 5 moles of the diglycidyl ether per mole of said polyoxyalkylene diamine to provide an initial reaction mixture,heating the initial reaction mixture with agitation at a temperature of about 80.degree. to about 160.degree. C.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: February 25, 1992
    Assignee: Texaco Chemical Company
    Inventors: Jiang-Jen Lin, George P. Speranza
  • Patent number: 5086162
    Abstract: Novel polyether amides produced by reacting at least one polyalkylene glycol diamine with at least two dicarboxylic acids or esters thereof are described. The polyethylene glycol diamine has the formula NH.sub.2 --(CH.sub.2 CH.sub.2 O).sub.x --CH.sub.2 CH.sub.2 --NH.sub.2, where x ranges from 2 to 6, and at least one of the dicarboxylic acids is an aromatic discarboxylic acid. These novel polyether amides may have the formula: ##STR1## where each R and R' are independently an alkylene or arylene moiety having from 3 to 34 carbon atoms, where at least one R or R' is an arylene moiety, and where each x and y independently have the values noted. Suitable dicarboxylic acids include adipic acid, azelaic acid, sebacic acid, dodecanedioic acid, terephthalic acid, isophthalic acid, t-butyl isophthalic acid, and mixtures thereof. Suitable diamines include triethylene glycol diamine (JEFFAMINE.RTM. EDR-148 amine) and tetraethylene glycol diamine (JEFFAMINE.RTM. EDR-192 amine), among others.
    Type: Grant
    Filed: April 10, 1990
    Date of Patent: February 4, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Wei-Yang Su
  • Patent number: 5085791
    Abstract: A corrosion-inhibited antifreeze composition is disclosed. Specifically, the antifreeze composition comprises a major portion of a liquid alcohol freezing point depressant and a minor portion of at least one cyclohexane acid employed as a corrosion inhibitor. Cyclohexane carboxylic acid, cyclohexane acetic acid and cyclohexane propionic acid are preferred, with cyclohexane carboxylic acid being most preferred. Other conventional corrosion inhibitors may be employed in conjunction with the cyclohexane acid(s).In another embodiment, the present invention relates to a process for inhibiting the general pitting, crevice and deposit attack corrosion of metals present in the cooling system of an internal combustion engine which comprises intimately contacting the metal surface to be inhibited against corrosion with the antifreeze composition described above. Most preferably, the target substrates are aluminum and high lead solder.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: February 4, 1992
    Assignee: Texaco Chemical Company
    Inventor: Jeffrey M. Burns
  • Patent number: 5085793
    Abstract: A corrosion-inhibited antifreeze composition is disclosed. Specifically, the antifreeze composition comprises a major portion of a liquid alcohol freezing point depressant and a minor portion of at least one hydroxyl-substituted aromatic carboxylic acid having the hydroxyl radical disposed proximate to the carboxylic radical. The above described acid is employed as a corrosion inhibitor. Other conventional corrosion inhibitors may be employed in conjunction with the acids.In another embodiment, the present invention relates to a process for inhibitig the corrosion of metals present in the cooling system of an internal combustion engine which comprises intimately contacting the metal surface to be inhibited against corrosion with the antifreeze composition described above. Most preferably, the target substrate is high lead solder.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: February 4, 1992
    Assignee: Texaco Chemical Company
    Inventors: Jeffrey M. Burns, John R. Sanderson, John M. Larkin, David R. McCoy
  • Patent number: 5086155
    Abstract: Disclosed is an epoxy resin curative exhibiting extended pot life, lower reactivity and lower viscosity at ambient temperatures and increased reactivity at moderately elevated temperatures which comprises from 1 to 10 parts by weight of the ortho, meta or para form of 1-isopropyl-2-tolylimidazole per 100 parts by weight epoxy resin. The latent reactive properties make the curative potentially useful in a variety of applications.
    Type: Grant
    Filed: September 27, 1990
    Date of Patent: February 4, 1992
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su, George P. Speranza
  • Patent number: 5084202
    Abstract: Disclosed are novel isocyanate prepolymers and novel secondary amines, both prepared from alkyl diisocyanates and secondary isopropyl derivatives of polyoxyalkylene diamines. The molar ratios, reaction procedures (i.e. inverse addition of reactants) and solvent determine the products. Most of the products are light colored and nongelled.The isocyanate prepolymers are useful in the field of polyurethanes and the novel secondary amines are useful in epoxy coatings applications.
    Type: Grant
    Filed: July 10, 1989
    Date of Patent: January 28, 1992
    Assignee: Texaco Chemical Company
    Inventors: Jiang-Jen Lin, George P. Speranza
  • Patent number: 5082924
    Abstract: Polyamide-esters may produce by reacting a polyethylene glycol monoamine with one or more dicarboxylic acids. Two methods may be employed: (1) the polyethylene glycol monoamine may be reacted with at least two different dicarboxylic acids simultaneously, or (2) the polyethylene glycol monoamine may be reacted with a first dicarboxylic acid in a first step to form an adduct, and then reacting the adduct with a second dicarboxylic acid to form the polyamide-esters, where the first and second dicarboxylic acids may be the same or different. Suitable dicarboxylic acids include, adipic acid; terephthalic acid; isophthalic acid; t-butyl isophthalic acid; 1,1,3-trimethyl-5-carboxy-3-(p-carboxyphenyl) indane, also known as phenylindane dicarboxylic acid (PIDA); naphthalenic dicarboxylic acid and mixtures thereof. Suitable polyethylene glycol monoamines include diethylene glycol monoamine, triethylene glycol monoamine and tetraethylene glycol monoamine.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: January 21, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Jiang-Jen Lin