Patents by Inventor Robert E. Hefner, Jr.

Robert E. Hefner, Jr. 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: 4782124
    Abstract: Modified epoxy resins are prepared by the reaction of one or more epoxy resins with polycarbonate resins or oligomers. One or more monoalcohols and/or monophenols can also be used in the modification reaction. The epoxy resins also can be advanced by inclusion of a polyphenol during the reaction. The modified epoxy resins have a chain branching and/or crosslinking due to carbonate bonding of polycarbonate chain scission products to the epoxy resin. The epoxy resins are useful to make powder coatings with enhanced adhesion to metal and resistance to cathodic disbondment.
    Type: Grant
    Filed: April 14, 1987
    Date of Patent: November 1, 1988
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Deborah I. Haynes, Manuel C. Tyler, Jr.
  • Patent number: 4777209
    Abstract: Polycycloalkenyl-terminated, unsaturated polyesters or polyesteramide compositions, including or not including non-resinous vinyl monomers, are flexibilized by incorporation in the uncured composition of vinyl-terminated urethane oligomers comprising at least one polyglycol unit.
    Type: Grant
    Filed: March 6, 1985
    Date of Patent: October 11, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4777196
    Abstract: Polymer modified unsaturated polyester(amides) are prepared by reacting ethylenically unsaturated polycarboxylic acids or anhydrides with water, polyol or mixtures of polyols and polyamines, and a hydrocarbon mixture comprising esterifiable hydrocarbons such as dicyclopentadiene, ethylenically unsaturated aromatic hydrocarbons such as styrene or polymerized derivatives thereof, and non-reactive hydrocarbons. The polyester(amides) have improved properties such as reduced shrinkage upon curing.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: October 11, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4777208
    Abstract: Polymer modified unsaturated polyester or polyesteramide resin polymer concrete is prepared by mixing an aggregate mixture such as gravel, sand, and silica flour with an unsaturated polyester or polyesteramide resin that is modified with hydrocarbon polymers produced by the in situ polymerization of olefinically unsaturated hydrocarbon mixtures.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: October 11, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4769440
    Abstract: Thermoset products are prepared by polymerizing (A) at least one thermosettable compound which contains both a maleimide group and a cyanate group such as 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenyl cyanate and optionally (B) at least one of (1) at least one aromatic polycyanate such as bisphenol A dicyanate; (2) at least one polymaleimide such as N,N'-(methylenedi-p-phenylene)bismaleimide; (3) at least one material having an average of more than one vicinal epoxide group per molecule such as a diglycidyl ether of bisphenol A; (4) at least one polymerizable ethylenically unsaturated material such as styrene; or (5) a mixture of any two or more of components 1-4 in any combination.
    Type: Grant
    Filed: March 18, 1987
    Date of Patent: September 6, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4766184
    Abstract: Vinyl ester resins are prepared by the reaction of one or more epoxy resins with polycarbonate resins or oligomers and the reaction of this product with polymerizable ethylenically monounsaturated monocarboxylic acids. The epoxy resins can be advanced with polyphenols during the reaction and/or further reacted with monoalcohols or monophenols. The modified epoxy resins used to make the vinyl ester resins have chain branching and/or crosslinking due to carbonate bonding to polycarbonate chain scission products. The vinyl ester resins are useful to make moldings, coatings, laminates and filaments.
    Type: Grant
    Filed: April 14, 1987
    Date of Patent: August 23, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4755570
    Abstract: This invention relates to polysulfide modified epoxy resins with enhanced physical and mechanical properties. The composition comprises the copolymerization product of epoxy resins and (vinylaryl)alkyl substituted polysulfides. Such compositions are useful in coating formulations and structural and electrical applications.
    Type: Grant
    Filed: May 26, 1987
    Date of Patent: July 5, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4753982
    Abstract: A mixture of a vinyl ester and a norbornyl terminated unsaturated polyester or polyesteramide optionally containing one or more copolymerizable ethylenically unsaturated monomers cures to provide mechanical strength, steam resistance, corrosion resistance and heat resistance in excess of that provided by one or both cured separate components of the aforesaid mixture.
    Type: Grant
    Filed: December 29, 1986
    Date of Patent: June 28, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4742146
    Abstract: Urethane oligomer modified epoxy resin compositions are prepared by copolymerization of (A) an epoxy resin and (B) a urethane oligomer containing at least one oxyalkylene group and both polymerizable ethylenic unsaturation and isoeyanate (isothiocyanate) groups in the presence of a suitable amount of a suitable catalyst for oxazolidinone (thiazolidinone) formation.These modified epoxy resin compositions can be cured with conventional epoxy curing agents and they can be used to prepare vinyl ester resins.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: May 3, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4731420
    Abstract: Hydroxyaromatic oligomers are prepared by (I) reacting (A) an aromatic hydroxyl-containing material such as bisphenol A with (B) a cyanogen halide such as cyanogen bromide in the presence of a base such as triethylamine and (II) co-oligomerizing the cyanate-containing product from (I) with (C) a polymaleimide such as the reaction product of maleic anhydride with methylenedianiline optionally in the presence of (D) a co-oligomerization catalyst such as cobalt naphthenate. These oligomers are useful in the preparation of epoxy resins.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: March 15, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4731426
    Abstract: Thermoset products are prepared by polymerizing (A) at least one thermosettable compound which contains both a maleimide group and a cyanate group such as 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenyl cyanate and optionally (B) at least one of (1) at least one aromatic polycyanate such as bisphenol A dicyanate; (2) at least one polymaleimide such as N,N'-(methylenedi-p-phenylene)bismaleimide; (3) at least one material having an average of more than one vicinal epoxide group per molecule such as diglycidyl ether of bisphenol A; (4) at least one polymerizable ethylenically unsaturated material such as styrene; or (5) a mixture of any two or more of components 1-4 in any combination.
    Type: Grant
    Filed: March 18, 1987
    Date of Patent: March 15, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4731431
    Abstract: Hydroxyaromatic oligomers are prepared by (I) reacting (A) an aromatic hydroxyl-containing material such as bisphenol A with (B) a cyanogen halide such as cyanogen bromide in the presence of a base such as triethylamine and (II) co-oligomerizing the cyanate-containing product from (I) with (C) a polymaleimide such as the reaction product of maleic anhydride with methylenedianiline optionally in the presence of (D) a co-oligomerization catalyst such as cobalt naphthenate. These oligomers are useful in the preparation of epoxy resins.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: March 15, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4719268
    Abstract: Polymer modified vinyl ester resin compositions are disclosed which comprise (I) a polymer modified epoxy resin which comprises (A) an epoxy resin wherein a portion of the epoxide groups have been reacted to provide groups containing polymerizable ethylenic unsaturation; (B) at least one vinyl terminated urethane oligomer and optionally (C) at least one polymerizable ethylenically unsaturated compound and (II) a monounsaturated monocarboxylic acid or mixture of such acids.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: January 12, 1988
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Virginia B. Messick
  • Patent number: 4707533
    Abstract: Vinyl ester resins are prepared by reacting a polyepoxide of a co-oligomerization product of a mixed cyanate of a polyphenol and a polymaleimide with a monounsaturated monocarboxylic acid.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: November 17, 1987
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4701257
    Abstract: A coal conditioner is set forth in this disclosure. The coal, crushed and sized, is separated more readily on addition of a conditioner prior to flotation separation. The conditioner features fatty esters of alkanolamine hydroxyalkylates having an ether linkage.
    Type: Grant
    Filed: February 6, 1986
    Date of Patent: October 20, 1987
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4699933
    Abstract: The present invention is directed to polyurethane compositions containing triazine or both triazine and oxazoline or imino carbamate groups which are prepared by reacting:1.(a) at least one alkoxylated hydroxy aromatic oligomer containing at least one triazine group, or(b) at least one alkoxylated hydroxy aromatic oligomer containing at least one triazine group and at least one oxazoline group, or(c) at least one alkoxylated hydroxy aromatic oligomer containing at least one triazine group and at least one imino carbamate group, or(d) at least one alkoxylated hydroxy aromatic oligomer containing at least one triazine group and at least one other N-heterocyclic group, or(e) a mixture of the above and2. at least one material having more than one isocyanate group per moleculewherein the components are employed in proportions which provide a ratio of isocyanate groups to hydroxy groups of from about 0.05:1.0 to about 10.0:1.0, preferably from about 0.95:1.0 to about 1.5:1.0.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: October 13, 1987
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Mary N. White
  • Patent number: 4692500
    Abstract: This invention relates to polysulfide modified epoxy resins with enhanced physical and mechanical properties. The composition comprises the copolymerization product of epoxy resins and (vinylaryl)alkyl substituted polysulfides. Such compositions are useful in coating formulations and structural and electrical applications.
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: September 8, 1987
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4683276
    Abstract: Thermoset products are prepared by polymerizing (A) at least one thermosettable compound which contains both a maleimide group and a cyanate group such as 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenyl cyanate and optionally (B) at least one of (1) at least one aromatic polycyanate such as bisphenol A dicyanate; (2) at least one polymaleimide such as N,N'-(methylenedi-p-phenylene)bismaleimide; (3) at least one material having an average of more than one vicinal epoxide group per molecule such as a diglycidyl ether of bisphenol A; (4) at least one polymerizable ethylenically unsaturated material such as styrene; or (5) a mixture of any two or more of components 1-4 in any combination.
    Type: Grant
    Filed: October 1, 1985
    Date of Patent: July 28, 1987
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4680378
    Abstract: Polymerizable compositions are disclosed which comprises a mixture of (A) at least one thermosettable compound which simultaneously contains both a maleimide group or substituted maleimide group and a cyanate group such as 3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)phenyl cyanate and (B) at least one material containing a plurality of aromatic amine groups such as 4,4'-diaminodiphenylmethane. Also disclosed are mixtures of the above polymerizable compositions and (C) at least one other material selected from (1) aromatic polycyanates, (2) polymaleimides, (3) materials having an average of more than one vicinal epoxide group per molecule, (4) a polymerizable ethylenically unsaturated material and (5) any combination thereof. The cured, polymerized products are useful as coatings, structural or electrical laminates or composites, castings, and the like.
    Type: Grant
    Filed: October 1, 1985
    Date of Patent: July 14, 1987
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4668745
    Abstract: Novel compositions are prepared by reacting sulfur dioxide with the reaction product of a material having an average of more than one 1,2-epoxide group per molecule such as a diglycidyl ether of bisphenol A with a monoethylenically unsaturated monocarboxylic acid such as methacrylic acid in the presence of an oxidizing agent such as cumene hydroperoxide.
    Type: Grant
    Filed: June 4, 1986
    Date of Patent: May 26, 1987
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.