Patents by Inventor Harold G. Waddill

Harold G. Waddill 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: 5250632
    Abstract: Disclosed is a novel polyetherdiamine comprising an aminated, alkoxylated 1-2'-hydroxyethyl-2-imidazolidone represented by the formula: ##STR1## where R is H or an alkyl group of from 1 to 16 carbon atoms and a+b=n, wherein n is a number from about 2 to 80, and to its use in epoxy resin curing systems to produce compositions having improved strength and flexibility properties compared with currently available polyoxyalkylenediamine curatives of equivalent weight.
    Type: Grant
    Filed: August 13, 1992
    Date of Patent: October 5, 1993
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su, Michael Cuscurida, Terry L. Renken
  • Patent number: 5250638
    Abstract: An epoxy resin composition comprises the cured reaction product of an epoxy resin and a lactone-imidazole complex. For example, complexes of butyrolactone and caprolactone with 1-isopropyl-2-methyl imidazole were formed wherein the mole ratio of lactone:imidazole ranged from 1:1 to 2:1. The complexes are less reactive than the imidazole alone, giving them an extended pot life. The compositions are useful for making filament windings where an extended working time is required. Other applications include those in which it would be impractical to use the more reactive unmodified imidazole as the sole curing agent.
    Type: Grant
    Filed: October 1, 1992
    Date of Patent: October 5, 1993
    Assignee: Texaco Chemical Company
    Inventors: Wei-Yang Su, Harold G. Waddill
  • Patent number: 5241016
    Abstract: The invention is an epoxy resin adhesive composition. The composition comprises:A. An epoxy resin component; andB. A curative component comprising:a curing amount of a polyamine curing agent and 2 to 30 phr. of an adhesion enhancer of comprising a partially hindered polyetherpolyamine.The fast curing adhesive offers high lap shear strength and relatively high peel strength.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: August 31, 1993
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Robert A. Grigsby, Jr., Michael Cuscurida, Robert L. Zimmerman
  • Patent number: 5189118
    Abstract: An epoxy resin curative composition that provides cured epoxy resins exhibiting improved properties is disclosed. The curative composition comprises a mixture of 1-isopropyl-2-aryl imidazole and 1-isopropyl-2-aryl imidazoline.
    Type: Grant
    Filed: February 28, 1991
    Date of Patent: February 23, 1993
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su, George P. Speranza
  • Patent number: 5120817
    Abstract: An epoxy resin composition comprises an vicinal polyepoxide and a Mannich condensation reaction product curing agent. The curing agent is the Mannich condensation reaction product of a phenol, formaldehyde and a polyoxyethylenediamine of the formula:NH.sub.2 (CH.sub.2 CH.sub.2 O).sub.x --CH.sub.2 CH.sub.2 NH.sub.2,and wherein: x ranges from 1 to 3. These epoxy resin compositions are useful in coatings, adhesives, encapsulations and composite matrices.
    Type: Grant
    Filed: February 27, 1991
    Date of Patent: June 9, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Harold G. Waddill, Jiang-Jen Lin
  • Patent number: 5112979
    Abstract: A compound of the formula: ##STR1## where each of the R groups are the same and include a C.sub.1 to C.sub.4 alkyl and R' is either ##STR2## where x is a number from 2 to 10 is disclosed. The use of the prescribed component as a light, heat and oxidation stabilizer in polyurea, polyurethane and polyurethane-urea elastomers, as well as epoxy systems, is also disclosed.
    Type: Grant
    Filed: November 29, 1990
    Date of Patent: May 12, 1992
    Assignee: Texaco Chemical Company
    Inventors: Jiang-Jen Lin, Michael Cuscurida, Harold G. Waddill
  • 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: 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: 5053465
    Abstract: An epoxy polyurethane.polyurea product having improved impact properties is formed by reacting a curing amount of a polyetherpolyamine such as, for example, an amine terminated ethylene glycol with blends of epoxy resins combined with small amounts of blocked polyoxypropylene polyol/isocyanate.prepolymer. The products of the instant invention exhibit improvements over similar blends cured with other amine curing agents which result in brittle products.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: October 1, 1991
    Assignee: Texaco Chemical Company
    Inventor: Harold G. Waddill
  • Patent number: 5049411
    Abstract: A polymer concrete system has been discovered which is useful in road overlay and repair in both wet and dry conditions. The binder for this aggregate-filled system consists of a liquid epoxy resin and triethyleneglycol diamine or tetraethylene glycol diamine combined with polyoxypropylene glycol diamine curing agent. A piperazine accelerator ensures adequate strength development after short cure times at ambient temperatures.The binder-aggregate system is relative flexible, has excellent compression and flexural strength and adheres well to the substrate. The system is distinguished by its binding strength to smooth or rough surfaces whether the surfaces are wet or dry.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: September 17, 1991
    Assignee: Texaco Chemical Company
    Inventors: Kathy B. Sellstrom, Harold G. Waddill
  • Patent number: 5001211
    Abstract: Disclosed in an epoxy resin curative exhibiting extended pot life, lower reactivity at ambient temperatures and increased reactivity at moderately elevated temperatures which comprises from 2 to 10 parts by weight of 1-isopropyl-2-methyl imidazole salicylate per 100 parts by weight epoxy resin. The latent reactive properties make the curative potentially useful in a variety of applications.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: March 19, 1991
    Assignee: Texaco Chemical Company
    Inventor: Harold G. Waddill
  • Patent number: 4931528
    Abstract: Disclosed is an epoxy resin curative exhibiting extended pot life, increased resistance to heat and chemicals, lower reactivity at ambient temperatures and increased reactivity at moderately elevated temperatures which comprises from 1 to 5 parts by weight of 1-isopropyl-2-methyl imidazole per 100 parts by weight epoxy resin. The latent reactive properties make the curative potentially useful in a variety of applications.
    Type: Grant
    Filed: May 8, 1989
    Date of Patent: June 5, 1990
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, George P. Speranza, Wei-Yang Su
  • Patent number: 4910269
    Abstract: The invention is an epoxy resin coating composition. The composition comprises:1. a cycloaliphatic epoxy resin (hydrogenated bisphenol A resin), and2. a triacrylate ester, reacted with a mixture of3. a polyether polyamine of the formula:NH.sub.2 CH(CH.sub.3)CH.sub.2 [OCH.sub.2 CH(CH.sub.3)].sub.x NH.sub.2 a.wherein x ranges from 2 to 6, orb. ##STR1## wherein x+y+z ranges from 4 to 6; and 4. piperazine.The weather resistant formulations cure rapidly to form blemish-free, attractive, high-gloss coatings.
    Type: Grant
    Filed: October 13, 1988
    Date of Patent: March 20, 1990
    Assignee: Texaco Chemical Co.
    Inventor: Harold G. Waddill
  • Patent number: 4904711
    Abstract: A polymer concrete system has been discovered which is useful in road overlay and repair. The binder for this aggregate-filled system consists of a liquid epoxy resin and triethyleneglycol diamine or tetraethylene glycol diamine curing agent. A piperazine accelerator ensures adequate strength development after short cure times at ambient temperatures.The binder-aggregate system is relatively flexible, has excellent compression and flexural strength and adheres well to the substrate. The system is distinguished by its fast cure to a compression strength of 3000 psi which will support automotive traffic.
    Type: Grant
    Filed: October 11, 1988
    Date of Patent: February 27, 1990
    Assignee: Texaco Inc.
    Inventors: Kathy B. Sellstrom, Harold G. Waddill
  • Patent number: 4835241
    Abstract: The invention is an epoxy resin coating composition. The composition comprises:1. a bisphenol A resin, and2. an acrylate ester, reacted with a mixture of3. a polyether polyamine of the formula:a. NH.sub.2 CH(CH.sub.3)CH.sub.2 [OCH.sub.2 CH(CH.sub.3)].sub.x NH.sub.2wherein x ranges from 2 to 6, orb. ##STR1## wherein x+y+z ranges from 4 to 6; and 4. piperazine.The weather resistant formulations cure rapidly to form attractive blemish-free, blush-free coatings.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: May 30, 1989
    Assignee: Texaco Inc.
    Inventor: Harold G. Waddill
  • Patent number: 4828879
    Abstract: A polymer concrete system has been discovered which is useful in road overlay and repair. The binder for this aggregate-filled system consists of a liquid opoxy resin and triethyleneglycol diamine or tetraethylene glycol diamine curing agent. A piperazine accelerator ensures adequate strength development after short cure times at ambient temperatures.The binder-aggregate system is relatively flexible, has excellent compression and flexural strength and adheres well to the substrate. The system is distinguished by its fast cure to a compression strength of 3000 psi which will support automotive traffic.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: May 9, 1989
    Assignee: Texaco Inc.
    Inventors: Kathy B. Sellstrom, Harold G. Waddill
  • Patent number: 4826930
    Abstract: Novel melamine-poly(oxyethylene or oxypropylene) diamine condensates are prepared which have the formula: ##STR1## Wherein: R represents H or--NH--CHR'--(CH.sub.2).sub.x --[--O--CH.sub.2 --CHR"--].sub.n --O--(CH.sub.2).sub.x --CHR'--NH.sub.2R' represents H or --CH.sub.3,R" represents H or -CH.sub.3 or CH.sub.2 CH.sub.3,x represents an integer having a value of 1 or 2, andn is a number having an average value of about 1 to about 2.The melamine-poly(oxyethylene or oxypropylene) diamine condensates have utility as curing agents for epoxy resins.
    Type: Grant
    Filed: April 22, 1988
    Date of Patent: May 2, 1989
    Assignee: Texaco Chemical Company
    Inventors: Robert L. Zimmerman, Harold G. Waddill, George P. Speranza
  • Patent number: 4825000
    Abstract: A series of polyoxyalkylene diamines modified with phenoxy groups is disclosed. This series of diamines is of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl of 1 to 4 carbon atoms, R.sub.3 is a alkyl of 1 to 4 carbon atoms, Ph is phenyl, x ranges from 2 to 40, y ranges from 1 to 20 and z ranges from 1 to 40.These diamines are cured with liquid epoxy resins. The cured resins demonstrated improved tensile strength and modulus, elongation and flexural strength and modulus over a commercially used curative.The diamines are also useful in RIM elastomers, in polyamides and as chain extenders in polyurethane foams.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: April 25, 1989
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, Robert L. Zimmerman, Michael Cuscurida, Harold G. Waddill
  • Patent number: 4800222
    Abstract: A composition for accelerating the amine cure of epoxy resins is disclosed. The accelerating composition comprises: piperazine, tris(dimethylaminomethyl)phenol and triethanolamine.The accelerator combination is synergistic for accelerating the curing of epoxy resins in thin films or in mass. The products cured with the inventive accelerator combination demonstrated improved properties over products cured with the accelerator components individually.
    Type: Grant
    Filed: August 24, 1987
    Date of Patent: January 24, 1989
    Assignee: Texaco Inc.
    Inventor: Harold G. Waddill
  • Patent number: 4789721
    Abstract: Carboxylic acid-polyetherpolyamine reaction products which contain as the principle reaction component, an amidoamine having the formula: ##STR1## where R=polyether segment as previously defined.Z=dicarboxylic acid of structure given in Examples 2 and obtained by reacting a polyoxypropylene and/or polyoxyethylene diamine with an aromatic dicarboxylic acid in molar proportions such that at least about 1.0 to 1.2 mole equivalents of amine are provided in the reaction mixture of each mole equivalent of carboxylic acid present in the reaction mixture. The amidoamines exhibit improved properties which allow for a rapid curing system even under ambient conditions and useful applications include coatings, adhesives, encapsulations, laminates and composite fabrications.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: December 6, 1988
    Assignee: Texaco Inc.
    Inventors: Harold G. Waddill, Jiang-Jen Lin, George P. Speranza