Patents by Inventor David C. Molzahn

David C. Molzahn 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: 10150102
    Abstract: A process for at least partially reactivating the catalytic activity of at least a partially deactivated catalyst following a reaction cycle, the catalyst having been used in a catalytic reaction process for hydrogenating an aromatic epoxide to produce a hydrogenated aliphatic epoxide; said process including contacting the at least partially deactivated catalyst with an oxygen-containing source at a temperature of less than about 100° C. and in the presence of a reactivation solvent for a pre-determined period of time sufficient to at least partially re-oxidize and reactivate the catalyst for further use; and a catalytic reaction process for hydrogenating an aromatic epoxide to produce a hydrogenated aliphatic epoxide including the above reactivating process step; and optionally including a step for washing the deactivated catalyst with a solvent prior to re-oxidizing the deactivated catalyst.
    Type: Grant
    Filed: February 26, 2015
    Date of Patent: December 11, 2018
    Assignee: Dow Global Technologies LLC
    Inventors: David C. Molzahn, Michael L. Tulchinsky
  • Patent number: 10023685
    Abstract: A novel byproduct compound having the following chemical formula B: wherein R is hydrogen or CH3; a composition including an admixture of: (A) a product having the following chemical formula A: wherein R is hydrogen or CH3; and (B) the above novel byproduct compound having the chemical formula B; and a composition including a reaction product of: (a) an aromatic epoxy resin; (b) hydrogen; (c) a catalyst; and (d) a solvent; wherein the reaction product produced is a cycloaliphatic epoxy resin admixture of the combination of (i) the above product having the chemical formula A and (ii) the novel byproduct compound having the chemical formula B; wherein the above product having the chemical formula A includes at least a cis-cis isomer, a cis-trans isomer, and a trans-trans isomer; and the novel byproduct compound having the chemical formula B includes at least a cis isomer and a trans isomer.
    Type: Grant
    Filed: February 26, 2015
    Date of Patent: July 17, 2018
    Assignee: Dow Global Technologies LLC
    Inventors: Michael L. Tulchinsky, William J. Kruper, Jr., Tzu-Chi Kuo, David C. Molzahn, Mark F. Sonnenschein
  • Publication number: 20170080408
    Abstract: A process for at least partially reactivating the catalytic activity of at least a partially deactivated catalyst following a reaction cycle, the catalyst having been used in a catalytic reaction process for hydrogenating an aromatic epoxide to produce a hydrogenated aliphatic epoxide; said process including contacting the at least partially deactivated catalyst with an oxygen-containing source at a temperature of less than about 100° C. and in the presence of a reactivation solvent for a pre-determined period of time sufficient to at least partially re-oxidize and reactivate the catalyst for further use; and a catalytic reaction process for hydrogenating an aromatic epoxide to produce a hydrogenated aliphatic epoxide including the above reactivating process step; and optionally including a step for washing the deactivated catalyst with a solvent prior to re-oxidizing the deactivated catalyst.
    Type: Application
    Filed: February 26, 2015
    Publication date: March 23, 2017
    Inventors: David C. Molzahn, Michael L. Tulchinsky
  • Publication number: 20170073458
    Abstract: A novel byproduct compound having the following chemical formula B: wherein R is hydrogen or CH3; a composition including an admixture of: (A) a product having the following chemical formula A: wherein R is hydrogen or CH3; and (B) the above novel byproduct compound having the chemical formula B; and a composition including a reaction product of: (a) an aromatic epoxy resin; (b) hydrogen; (c) a catalyst; and (d) a solvent; wherein the reaction product produced is a cycloaliphatic epoxy resin admixture of the combination of (i) the above product having the chemical formula A and (ii) the novel byproduct compound having the chemical formula B; wherein the above product having the chemical formula A includes at least a cis-cis isomer, a cis-trans isomer, and a trans-trans isomer; and the novel byproduct compound having the chemical formula B includes at least a cis isomer and a trans isomer.
    Type: Application
    Filed: February 26, 2015
    Publication date: March 16, 2017
    Applicants: Dow Global Technologies LLC, Dow Global Technologies LLC
    Inventors: Michael L. Tulchinsky, William J. Kruper, JR., Tzu-Chi Kuo, David C. Molzahn, Mark F. Sonnenschein
  • Patent number: 9035098
    Abstract: A process for conversion of aliphatic bicyclic amines to aliphatic diamines including contacting one or more bicyclic amines selected from the group consisting of 3-azabicyclo[3.3.1]nonane and azabicyclo[3.3.1]non-2-ene with ammonia and hydrogen, and alcohols in the presence of heterogeneous metal based catalyst systems, a metal selected from the group consisting of Co, Ni, Ru, Fe, Cu, Re, Pd, and their oxides at a temperature from 140° C. to 200° C. and a pressure from 1540 to 1735 psig for at least one hour reactor systems; forming a product mixture comprising aliphatic diamine(s), bicyclic amine(s), ammonia, hydrogen, and alcohol(s); removing said product mixture from the reactor system; removing at least some of the ammonia, hydrogen, water, alcohols, bicyclic amines from said product mixture; thereby separating the aliphatic diamines from said product mixture.
    Type: Grant
    Filed: July 30, 2010
    Date of Patent: May 19, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Shawn D. Feist, Daniel A. Hickman, Erich J. Molitor, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
  • Patent number: 9024072
    Abstract: A process for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines comprising (1) providing a mixture of 1,3-cyanocyclohexane carboxaldehyde and/or 1,4-cyanocyclohexane carboxaldehyde; (2) contacting said mixture with a metal carbonate based solid bed or a weak base anion exchange resin bed at a temperature from 15 to 40 ° C. for a period of at least 1 minute; (3) thereby treating said mixture, wherein said treated mixture has a pH in the range of 6 to 9; (4) feeding said treated mixture, hydrogen, and ammonia into a continuous reductive amination reactor system; (6) contacting said treated mixture, hydrogen, and ammonia with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature from 80 ° C. to 160 ° C. and a pressure from 700 to 3500 psig; (7) thereby producing one or more cycloaliphatic diamines is provided.
    Type: Grant
    Filed: July 30, 2010
    Date of Patent: May 5, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Erich J. Molitor, Daniel A. Hickman, Shawn D. Feist, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
  • Patent number: 9018408
    Abstract: The present invention generally relates to a condensed process for producing terephthalic acid and terephthalic esters from a dialkyl cyclohexane-2,5-dione-1,4-dicarboxylate; a chemoselective process for preparing a substantially bicyclic-lactone-free dialkyl cyclohexane-2,5-diol-1,4-dicarboxylate; and compositions of matter prepared thereby.
    Type: Grant
    Filed: January 10, 2012
    Date of Patent: April 28, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: William Kruper, Jr., Cynthia L. Rand, David C. Molzahn
  • Publication number: 20140161703
    Abstract: A process for production of an alkali metal borohydride. The process comprises three steps. The first step is combining a phenyl ester of a boric acid ester precursor with a compound of formula MAlH4-31 x(OPh)x, where x is from zero to three, M is an alkali metal and Ph is phenyl; to produce an alkali metal borohydride and Al(OPh)3. The second step is separating sodium borohydride from Al(OPh)3. The third step is heating Al(OPh)3 to produce diphenyl oxide.
    Type: Application
    Filed: July 18, 2012
    Publication date: June 12, 2014
    Inventors: Paul R. Elowe, David C. Molzahn
  • Publication number: 20130345467
    Abstract: The present invention generally relates to a condensed process for producing terephthalic acid and terephthalic esters from a dialkyl cyclohexane-2,5-di-one-1,4-dicarboxylate; a chemoselective process for preparing a substantially bicyclic-lactone-free dialkyl cyclohexane-2,5-diol-1,4-dicarboxylate; and compositions of matter prepared thereby.
    Type: Application
    Filed: January 10, 2012
    Publication date: December 26, 2013
    Inventors: William Kruper, JR., Cynthia L. Rand, David C. Molzahn
  • Patent number: 8558027
    Abstract: The present disclosure relates to compositions, systems, and methods of forming an amine (e.g., methylenedianiline (MDA)) using an acid catalyst including, for example, a metal oxide-silica catalyst calcined at temperature(s) of about ?500° C. to form a solid acid silica-metal oxide catalyst. A metal oxide of a solid acid silica-metal oxide catalyst may comprise alumina. A process for making a solid acid silica-metal oxide catalyst may comprise calcining an amorphous alumina-silica material at temperature(s) of about ?500° C. and/or under an anhydrous and/or inert atmosphere. A rearrangement reaction of the condensation product of aniline and formaldehyde in the presence of a solid acid silica-metal oxide catalyst may yield more MDA and/or more desirable isomer(s) of MDA than reactions performed with a corresponding catalyst calcined at temperature(s) of less than 500° C.
    Type: Grant
    Filed: August 14, 2009
    Date of Patent: October 15, 2013
    Assignee: Dow Global Technologies Inc.
    Inventors: Heiko Weiner, David C. Molzahn, Robert J. Gulotty, Jr.
  • Patent number: 8324434
    Abstract: The present invention provides an improved hydrogenation processes wherein heat is efficiently managed so that catalyst productivity is optimized. More particularly, in the processes of the present invention, a nonaqueous solvent is added to a reactant to provide a nonaqueous solvent/reactant mixture that can act as a heat sink and absorb at least a portion of the heat generated within the reactor. Desirably, a reaction product, or a solvent with a minimal number of hydroxyl groups, is utilized so that the formation of unwanted byproducts can be minimized.
    Type: Grant
    Filed: February 28, 2009
    Date of Patent: December 4, 2012
    Assignee: Dow Global Technologies, LLC
    Inventors: David C. Molzahn, Kenneth A. Burdett, William L. Gibson, Karel J. Kriel, James E. McCreight, Indresh Mathur
  • Patent number: 8242300
    Abstract: The present invention relates to selective partial oxidation of methane in the absence of a solvent such as sulfuric acid or oleum.
    Type: Grant
    Filed: July 1, 2008
    Date of Patent: August 14, 2012
    Assignee: Dow Global Technologies LLC
    Inventors: Michael A. Gonzalez, Daniel R. Henton, David C. Molzahn
  • Publication number: 20120136173
    Abstract: The instant invention provides a process for improving catalytic activity of catalyst systems for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines. The process for improving catalytic activity of catalyst systems for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines comprises the steps of: (1) feeding ammonia, optionally hydrogen, and optionally one or more solvents over one or more heterogeneous metal based catalyst systems having a reduced catalytic activity for a period of greater than 1 hour at a temperature in the range of from 50° C. to 500° C.; wherein said one or more heterogeneous metal based catalyst systems have a yield of less than 90 percent based on the molar conversion of cyanoaldehydes to diamines; and (2) thereby improving the catalytic activity of said one or more heterogeneous metal based catalyst systems.
    Type: Application
    Filed: July 30, 2010
    Publication date: May 31, 2012
    Applicant: Dow Global Technologies LLC
    Inventors: Daniel A. Hickman, Shawn D. Feist, Erich J. Molitor, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
  • Publication number: 20120116124
    Abstract: The instant invention provides a process for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines, and aliphatic diamines produced via such method. The process for reductive amination of aliphatic cyanoaldehydes to aliphatic diamines comprises the steps of: (1) providing a mixture of one or more cycloaliphatic cyanoaldehydes, optionally water, and optionally one or more solvents, wherein said one or more cycloaliphatic cyanoaldehydes are selected from the group consisting of 1,3-cyanocyclohexane carboxaldehyde, 1,4-cyanocyclohexane carboxaldehyde, mixtures thereof, and combinations thereof; (2) contacting said mixture with a metal carbonate based solid bed or a weak base anion exchange resin bed at a temperature in the range of 15 to 40° C.
    Type: Application
    Filed: July 30, 2010
    Publication date: May 10, 2012
    Applicant: Dow Global Technologies LLC
    Inventors: Erich J. Molitor, Erich J. Molitor, Daniel A. Hickman, Shawn D. Feist, David C. Molzahn, Stacie Santhany, Abraham d. Schuitman
  • Publication number: 20120116122
    Abstract: The instant invention is a process for the conversion of aliphatic cyclic amines to aliphatic diamines. The process for conversion of aliphatic cyclic amines to aliphatic diamines comprises the steps of: (1) selecting one or more cyclic amines; (2) contacting said one or more cyclic amines with ammonia and hydrogen, optionally water, and optionally one or more solvents in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 120° C. to about 250° C.
    Type: Application
    Filed: July 30, 2010
    Publication date: May 10, 2012
    Applicant: Dow Global Technologies LLC
    Inventors: Shawn D. Feist, Daniel A. Hickman, Erich J. Molitor, David C. Molzahn, Stacie Santhany, Abraham D. Schuitman
  • Publication number: 20110144368
    Abstract: The present disclosure relates to compositions, systems, and methods of forming an amine (e.g., methylenedianiline (MDA)) using an acid catalyst including, for example, a metal oxide-silica catalyst calcined at temperature(s) of about ?500° C. to form a solid acid silica-metal oxide catalyst. A metal oxide of a solid acid silica-metal oxide catalyst may comprise alumina. A process for making a solid acid silica-metal oxide catalyst may comprise calcining an amorphous alumina-silica material at temperature(s) of about ?500° C. and/or under an anhydrous and/or inert atmosphere. A rearrangement reaction of the condensation product of aniline and formaldehyde in the presence of a solid acid silica-metal oxide catalyst may yield more MDA and/or more desirable isomer(s) of MDA than reactions performed with a corresponding catalyst calcined at temperature(s) of less than 500° C.
    Type: Application
    Filed: August 14, 2009
    Publication date: June 16, 2011
    Inventors: Heiko Weiner, David C. Molzahn, Robert J. Gulotty, JR.
  • Publication number: 20110060168
    Abstract: The present invention provides an improved hydrogenation processes wherein heat is efficiently managed so that catalyst productivity is optimized. More particularly, in the processes of the present invention, a nonaqueous solvent is added to a reactant to provide a nonaqueous solvent/reactant mixture that can act as a heat sink and absorb at least a portion of the heat generated within the reactor. Desirably, a reaction product, or a solvent with a minimal number of hydroxyl groups, is utilized so that the formation of unwanted byproducts can be minimized.
    Type: Application
    Filed: February 28, 2009
    Publication date: March 10, 2011
    Inventors: David C. Molzahn, Kenneth A. Burdett, William L. Gibson, Kriel J. Karel, James E. Mccreight, Indresh Mathur
  • Publication number: 20110021802
    Abstract: The present invention relates to selective partial oxidation of methane in the absence of a solvent such as sulfuric acid or oleum.
    Type: Application
    Filed: July 1, 2008
    Publication date: January 27, 2011
    Inventors: Michael A. Gonzalez, Daniel R. Henton, David C. Molzahn
  • Patent number: 7683161
    Abstract: Spinetoram is selectively produced in excellent yields by hydrogenating a mixture of 3?-O-ethyl spinosyn J and 3?-O-ethyl spinosyn L in a water miscible organic solvent using hydrogen gas and a heterogeneous catalyst.
    Type: Grant
    Filed: November 2, 2007
    Date of Patent: March 23, 2010
    Assignee: Dow AgroSciences LLC
    Inventors: David E. Podhorez, Gary A. Roth, David C. Molzahn, Timothy Adaway
  • Publication number: 20080227999
    Abstract: A process for the preparation of aromatic carbamates comprising contacting one or more organic carbonates with an aromatic amine or urea in the presence of a catalyst and recovering the resulting aromatic carbamate product, characterized in that the catalyst is a heterogeneous catalyst comprising a Group 12-15 metal compound supported on a substrate.
    Type: Application
    Filed: July 17, 2006
    Publication date: September 18, 2008
    Inventor: David C. Molzahn