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: 9045394
    Abstract: Aromatic dicyanate compounds which comprise aliphatic moieties having at least about six carbon atoms and resins and thermoset products based on these compounds.
    Type: Grant
    Filed: March 9, 2009
    Date of Patent: June 2, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Michael J. Mullins, Robert E. Hefner, Jr., Ulrich Herold, Mark B. Wilson
  • Publication number: 20150141548
    Abstract: The present invention provides methods of making a low viscosity C15 alkenyl group containing diglycidyl ether composition comprising at least partially distilling a mixture of one or more C15 alkenyl group containing monoglycidyl ether and one or more C15 alkenyl group containing diglycidyl ether in the presence of a free radical inhibitor to remove at least some of the C15 alkenyl group containing monoglycidyl ether. The methods enable high solids, low viscosity epoxy resins from a renewable source. The present invention also provides compositions of C15 alkenyl group containing diglycidyl ether adducts of a polyamine.
    Type: Application
    Filed: November 17, 2014
    Publication date: May 21, 2015
    Inventors: Ray E. Drumright, Robert E. Hefner, JR.
  • Publication number: 20150099831
    Abstract: A curable resin composition including (I) at least one thermoset resin composition; and (II) at least one hardener; wherein the powder coating has a balance of properties including a combination of high glass transition temperature and low water absorption.
    Type: Application
    Filed: December 15, 2014
    Publication date: April 9, 2015
    Applicant: Dow Global Technologies LLC
    Inventors: Guillaume Metral, Bernd Hoevel, Joseph Gan, Michael J. Mullins, Robert E. Hefner, JR.
  • Patent number: 8962792
    Abstract: A process for preparing an aliphatic or cycloaliphatic epoxy resin including the steps of: (I) reacting a mixture of (a) an aliphatic or cycloaliphatic hydroxyl containing material, (b) an epihalohydrin, (c) a basic acting substance, (d) a non-Lewis acid catalyst, and (e) optionally, a solvent, forming an epoxy resin composition; (II) subjecting the epoxy resin composition produced in step (I) to a separation process to remove (A) “light” components such as, for example, solvent used in the epoxidation reaction, if any, unreacted epihalohydrin, and co-products such as di(epoxypropyl)ether; (B) unreacted aliphatic or cycloaliphatic hydroxyl containing material, if any; (C) partially epoxidized aliphatic or cycloaliphatic hydroxyl containing material, such as, for example, MGE; (D) fully epoxidized aliphatic or cycloaliphatic hydroxyl containing material, such as, for example, DGE, such that the (E) aliphatic or cycloaliphatic polyfunctional epoxy resin product remaining contains no more than 50% by weight of s
    Type: Grant
    Filed: September 7, 2011
    Date of Patent: February 24, 2015
    Assignee: Dow Global Technologies LLC
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 8937114
    Abstract: A curable resin composition including (I) at least one thermoset resin composition; and (II) at least one hardener; wherein the powder coating has a balance of properties including a combination of high glass transition temperature and low water absorption.
    Type: Grant
    Filed: November 10, 2010
    Date of Patent: January 20, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Guillaume Metral, Bernd Hoevel, Joseph Gan, Michael J. Mullins, Robert E. Hefner, Jr.
  • Patent number: 8937145
    Abstract: An epoxy resin composition prepared from a dihydroxydiphenyl-cycloalkane compound to form a diglycidyl ether of dihydroxydiphenyl cycloalkane compound which may be useful for making various products including, for example, powder coatings, composites and electrical laminates.
    Type: Grant
    Filed: November 10, 2010
    Date of Patent: January 20, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Robert E. Hefner, Jr., Michael J. Mullins, Guillaume Metral, Johann-Wilhelm Frey, Bernd Hoevel
  • Publication number: 20150018456
    Abstract: Disclosed herein are polyglycidyl ethers of the formula: where R, m, Q, p and Z are as defined here. Also disclosed are methods of forming said polyglycidyl ethers and methods of using said polyglycidyl ethers to make epoxy resin oligomers and polymers, including powder coatings.
    Type: Application
    Filed: February 22, 2013
    Publication date: January 15, 2015
    Inventors: Robert E. Hefner, JR., Erich J. Molitor
  • Publication number: 20140378627
    Abstract: Disclosed herein are polycyanates of the formula: where R, m, Q, p and Z are as defined herein. Also disclosed are methods of curing said polycyanates and methods of using said polycyanates to provide high Tg thermoset products.
    Type: Application
    Filed: February 22, 2013
    Publication date: December 25, 2014
    Applicant: Dow Global Technologies LLC
    Inventors: Robert E. Hefner, Jr., Erich J. Molitor
  • Publication number: 20140371405
    Abstract: Disclosed herein are compositions and methods related to the hydroformylation of cyclododecatriene to form cyclododecatriene trialdehyde, and the conversion of the trialdehyde to the polyphenols of Formula 1: where R, m p and Q are as defined herein. Curable compositions comprising compounds of Formula 1, including powder coating compositions, and methods of curing the compositions are also disclosed.
    Type: Application
    Filed: February 22, 2013
    Publication date: December 18, 2014
    Inventors: Erich J. Molitor, Robert E. Hefner, JR.
  • Publication number: 20140275342
    Abstract: Advanced epoxy resins comprising the reaction product of an epoxy resin comprising a diglycidyl ether of Formula 1 as defined herein, and at least on difunctional compound selected from an aromatic diol and a dicarboxylic acid are described. The diglycidyl ether contains a cycloaliphatic ring of 3-5 carbon atoms. Purified diglycidyl ether is used to obtain substantially linear, high molecular weight, advanced epoxy resin. Curable compositions, cured compositions, and articles comprising the advanced epoxy resins are also disclosed. The advanced epoxy resins provide cured coatings having improved flexibility and low total chlorine content.
    Type: Application
    Filed: March 10, 2014
    Publication date: September 18, 2014
    Inventors: Yinzhong Guo, Robert E. Hefner, JR., Ray E. Drumright, Houxiang Tang
  • Publication number: 20140275343
    Abstract: An epoxy resin adduct comprising the reaction product of an epoxy resin comprising a diglycidyl ether of Formula 1 as defined herein, and at least one reactive compound having two or more active hydrogen atoms per molecule, wherein the active hydrogen atoms are reactive with epoxide groups are described. The diglycidyl ether contains a cycloaliphatic ring of 3-5 carbon atoms. Curable compositions, methods of curing, cured compositions, and articles comprising the epoxy resin adducts are also disclosed. The epoxy resin adduct has improved cure behavior and provides cured compositions having increased glass transition temperature, good weatherability, and a low total chlorine content.
    Type: Application
    Filed: March 7, 2014
    Publication date: September 18, 2014
    Inventors: Robert E. Hefner, JR., Ray E. Drumright
  • Publication number: 20140194554
    Abstract: A re-epoxidized polyfunctional epoxy resin composition comprising the reaction product of: (I) an epoxidized polyfunctional epoxy resin oligomeric composition comprising a polyfunctional aliphatic or cycloaliphatic epoxy resin which has been isolated from an epoxy resin product formed as a result of an epoxidation process comprising the reaction of: (i) an aliphatic or cycloaliphatic hydroxyl-containing material; (ii) an epihalohydrin, (iii) a basic-acting substance, in the presence of (iv) a non-Lewis acid catalyst; and (v) optionally, one or more solvents; (II) an epihalohydrin; (III) a basic acting substance; in the presence of (IV) a non-Lewis acid catalyst; and (V) optionally, one or more solvents. A curable epoxy resin composition of the re-epoxidized polyfunctional epoxy resin composition and a thermoset of the curable composition is also disclosed.
    Type: Application
    Filed: September 7, 2011
    Publication date: July 10, 2014
    Applicant: Dow Global Technologies LLC
    Inventor: Robert E. Hefner, JR.
  • Publication number: 20140179828
    Abstract: Epoxy resins comprising a diglycidyl ether of Formula 1 as defined herein are described. The diglycidyl ether contains a cycloaliphatic ring of 3-5 carbon atoms. The epoxy resins are made by a method comprising the steps of: (a) forming a reaction mixture comprising a diol of Formula 3 as defined herein, an epihalohydrin, a phase transfer catalyst, and optionally an organic solvent; (b) contacting a basic acting substance and water with the reaction mixture of step (a); (c) washing the mixture of step (b) with an aqueous solvent to substantially remove salts; and (d) isolating the epoxy resin. Curable and cured compositions comprising the epoxy resins are also disclosed. The epoxy resins have increased glass transition temperatures and reduced viscosity compared to epoxy resins derived from cyclohexanedimethanol.
    Type: Application
    Filed: December 18, 2013
    Publication date: June 26, 2014
    Applicant: Dow Global Technologies LLC
    Inventors: Robert E. Hefner, JR., Ray E. Drumright, Jinghang Wu
  • Publication number: 20140163180
    Abstract: A hybrid epoxy resin adduct comprising, consisting of, or consisting essentially of the reaction product of: (A) a material selected from the group consisting of a hybrid polyfunctional aliphatic epoxy resin, a hybrid cycloaliphatic epoxy resin, and combinations thereof; wherein (A) is formed by contacting: (a) a hydroxyl-containing material selected from the group consisting of an aliphatic hydroxyl-containing material, a cycloaliphatic hydroxyl-containing material, and combinations thereof; (b) a material selected from the group consisting of a monoglycidyl ether-containing material, a diglycidyl ether-containing material, and combinations thereof wherein (b) is prepared from a different precursor than (a); (c) an epihalohydrin; (d) a basic acting substance; (e) a non-Lewis acid catalyst; and (f) optionally, a solvent and (B) at least one epoxide reactive compound comprising one or more compounds having two or more epoxide-reactive hydrogen atoms per molecule, is disclosed.
    Type: Application
    Filed: June 14, 2012
    Publication date: June 12, 2014
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventor: Robert E. Hefner, JR.
  • Patent number: 8729181
    Abstract: Aromatic polycyanate compounds which comprise cycloaliphatic moieties, a process for the production thereof and resins and thermoset products which are based on these compounds.
    Type: Grant
    Filed: March 9, 2009
    Date of Patent: May 20, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Michael J. Mullins, Robert E. Hefner, Jr., Ulrich Herold, Mark B. Wilson
  • Publication number: 20140114047
    Abstract: A hybrid polyfunctional aliphatic and/or cycloaliphatic epoxy (H-PACE) resin composition comprising, consisting of or consisting essentially of: (a) a moiety selected from the group consisting of an aliphatic moiety, a cycloaliphatic moiety, and combinations thereof provided by the polyfunctional aliphatic and/or cycloaliphatic epoxy (PACE) resin; and (b) a moiety selected from the group consisting of an aliphatic moiety, a cycloaliphatic moiety, and combinations thereof, wherein said moiety is not provided by the PACE resin, is disclosed. Processes for making and using such resin composition are also disclosed.
    Type: Application
    Filed: June 14, 2012
    Publication date: April 24, 2014
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventor: Robert E. Hefner, JR.
  • Patent number: 8691932
    Abstract: A thermosetting monomer comprising at least two of an aryl-cyanato group and at least two of a phosphorus group.
    Type: Grant
    Filed: December 22, 2010
    Date of Patent: April 8, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Michael J. Mullins, Robert E. Hefner, Jr., Mark B. Wilson
  • Patent number: 8680217
    Abstract: The present disclosure provides for polycyclopentadiene compounds that useful as an epoxide resin and/or as an adduct for a curable composition.
    Type: Grant
    Filed: April 21, 2011
    Date of Patent: March 25, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Robert E. Hefner, Jr., Michael J. Mullins
  • Patent number: 8664341
    Abstract: Embodiments include vinylbenzyl ethers of polycyclopentadiene polyphenol that can be obtained by reacting a polycyclopentadiene polyphenol with a vinylbenzyl halide. Embodiments also include thermosettable compositions including the vinylbenzyl ethers of a polycyclopentadiene polyphenol and products obtained by curing the thermosettable compositions. Formula (I).
    Type: Grant
    Filed: April 21, 2011
    Date of Patent: March 4, 2014
    Assignee: Dow Global Technologies, LLC
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 8609788
    Abstract: Embodiments of the present disclosure include polycyclopentadiene compounds represented by Formula (I): in which each X is either a hydrogen or a cyano group (N?C—), n has an average value from zero to 20; each m independently has a value of zero to 3; p has a value of zero to 20; each R is independently a halogen, a nitrile group, a nitro group, an alkyl group, an alkoxy group, an alkenyl group, or an alkenyloxy group, where the alkyl group, the alkoxy group, the alkenyl group, and the alkenyloxy group each independently contain 1 to 6 carbon atoms; and each Q is independently hydrogen or an alkyl group containing 1 to 6 carbon atoms. Embodiments of the present disclosure also include a curable composition that includes the polycyclopentadiene compound(s) of Formula (I) and a curing amount of a resin or a catalyst amount of a catalyst and/or a cure accelerating amount of an accelerating agent.
    Type: Grant
    Filed: April 21, 2011
    Date of Patent: December 17, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Robert E. Hefner, Jr., Michael J. Mullins, Michael L. Tulchinsky, Ernesto Occhiello