Patents by Inventor Jerry D. Unruh
Jerry D. Unruh 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).
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Publication number: 20020151747Abstract: A method for the manufacture of acrylic acid or methacrylic acid by the oxidation of propylene, acrolein, or isobutylene by:Type: ApplicationFiled: April 12, 2001Publication date: October 17, 2002Inventors: Jerry D. Unruh, Norma Jean Diaz, Robert Ray Molina, Phillip Sidney Snyder, Kenneth Allen Windhorst
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Patent number: 5922921Abstract: Disclosed is the use of a Raney cobalt catalyst in the hydrogenation process for the production of n-butanol.A process for the production of purified n-butanol comprising contacting in a hydrogenation zone n-butyraldehyde and hydrogen with an active porous cobalt catalyst under hydrogenation conditions of temperature and pressure for the production of alcohols from aldehydes, either in the substantial absence of water, or in the presence of water in an amount up to about 6 wt % based on the weight of the liquid hydrogenation reaction product to produce said reaction product comprising n-butanol, and purifying said reaction product by fractional distillation in the presence of about 0.01 to about 6 wt % of water, based on the total weight of feed to the fractionating column.Type: GrantFiled: October 27, 1997Date of Patent: July 13, 1999Assignee: Celanese International CorporationInventors: Jerry D. Unruh, Debra A. Ryan, Shannon L. Dugan
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Patent number: 5866725Abstract: A process for the production of purified n-propanol comprising contacting in a hydrogenation zone propionaldehyde and hydrogen with an active porous cobalt catalyst under hydrogenation conditions of temperature and pressure for the production of alcohols from aldehydes, either in the substantial absence of water, or in the presence of water in an amount up to about 3 wt % based on the weight of the liquid hydrogenation reaction product, to produce said reaction product comprising n-propanol, and purifying said reaction product by fractional distillation in the substantial absence of water, or in the presence of water in an amount up to about 3 wt % based on the total weight of feed to the fractionating column.Type: GrantFiled: December 11, 1997Date of Patent: February 2, 1999Assignee: Celanese International CorporationInventors: Jerry D. Unruh, Debra A. Ryan, Shannon L. Dugan
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Patent number: 5789624Abstract: Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbomane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.Type: GrantFiled: April 10, 1996Date of Patent: August 4, 1998Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Brigitte E. Segmuller, Gabriel R. Chapa, Kent E. Pryor
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Patent number: 5773661Abstract: Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.Type: GrantFiled: September 2, 1997Date of Patent: June 30, 1998Assignee: Celanese International CorporationInventors: Jerry D. Unruh, Brigitte E. Segmuller, Gabriel R. Chapa, Kent E. Pryor
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Patent number: 5710338Abstract: Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.Type: GrantFiled: April 10, 1996Date of Patent: January 20, 1998Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Brigitte E. Segmuller, Gabriel R. Chapa, Kent E. Pryor
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Patent number: 5710337Abstract: Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.Type: GrantFiled: April 10, 1996Date of Patent: January 20, 1998Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Brigitte E. Segmuller, Gabriel R. Chapa, Kent E. Pryor
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Patent number: 5616785Abstract: Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1.sup.' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.Type: GrantFiled: April 10, 1996Date of Patent: April 1, 1997Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Brigitte E. Segmuller, Gabriel R. Chapa, Kent E. Pryor
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Patent number: 5567856Abstract: Hydroformylation of alkenes to aldehydes in the presence of a rhodium complex catalyst is improved by the addition of a novel bidentate ligand of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' are organic radicals selected from alicyclic, aliphatic and aromatic groups of which at least one is preferably substituted with at least one electronegative moiety and the methylene groups are present at the trans-2,3 positions on the norbornane moiety. The invention also provides a novel method for producing the bidentate ligand and novel intermediate phosphine oxide and phosphinous acid compounds.Type: GrantFiled: May 30, 1995Date of Patent: October 22, 1996Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Brigitte E. Segmuller, Gabriel R. Chapa, Kent E. Pryor
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Patent number: 5367106Abstract: In a primary process for hydroformylating olefins in the presence of a rhodium-containing catalyst solution to produce aldehydes and a gaseous effluent comprising unreacted olefin is vented, the improvement which comprises employing the effluent as a reactant feed for a coupled secondary hydroformylation process conducted jointly therewith in which the catalyst solution is cycled back and forth between the primary and secondary hydroformylation processes.Type: GrantFiled: September 20, 1993Date of Patent: November 22, 1994Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Wendell L. Pieper, Milo C. Pass
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Patent number: 5093537Abstract: 1,3-Propanediol is manufactured by the hydration of acrolein in an aqueous solution over a fully hydrated, alumina-bound zeolite with a pore size >5 angstroms to form 3-hydroxypropanal and hydrogenation of the 3-hydroxypropanal typically in an aqueous solution in the presence of a nickel catalyst.Type: GrantFiled: July 24, 1991Date of Patent: March 3, 1992Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Debra A. Ryan, Ioan Nicolau
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Patent number: 5081285Abstract: This invention pertains to the addition of an alkyl alcohol to an alkyl acrylate to form alkyl 3-alkoxy propanoate catalyzed by a strong acid catalyst. The process has sepcific application in the addition of ethanol to ethyl acrylate to form ethyl 3-ethoxy propanoate.Type: GrantFiled: February 21, 1991Date of Patent: January 14, 1992Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Jerry A. Broussard
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Patent number: 4847423Abstract: Aqueous formaldehyde is hydroformylated to glycol aldehyde in the presence of a rhodium-phosphine ligand complex catalyst in which the phosphine ligand is a trialkyl- or tricycloalkylphosphine and has a specified cone angle. A preferred phosphine ligand is tricyclohexylphosphine.Type: GrantFiled: March 3, 1988Date of Patent: July 11, 1989Assignee: Hoechst Celanese CorporationInventors: Robert J. Koprowski, Jerry D. Unruh
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Patent number: 4221744Abstract: An improved process for hydroformylating an ethylenically-unsaturated compound to form an aldehyde derivative thereof in the presence of rhodium hydridocarbonyl in complex combination with an organic ligand, characterized by employing as said organic ligand a compound having two phosphino moieties, one being of the formula: ##STR1## and the other being of the formula: ##STR2## wherein R.sub.1, R.sub.2, R.sub.1 ', and R.sub.2 ' are organic radicals at least one of which contains an electronegative substituent moiety. The presence of the electronegative substituent in the ligand leads to an increased ratio of linear aldehyde to branched-chain aldehyde in the hydroformylation reaction product.Type: GrantFiled: December 1, 1978Date of Patent: September 9, 1980Assignee: Celanese CorporationInventor: Jerry D. Unruh
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Patent number: 4193943Abstract: An organo metallic complex catalyst, useful in the hydroformylation of an olefin, e.g., an alkene, to yield an aldehyde product in which the normal aldehyde isomer predominates over branch-chain isomers, which has the structure: ##STR1## wherein capital M is a Group VIII metal (preferably rhodium); Q is phosphorus, arsenic, or antimony (preferably phosphorus); and R is phenyl or a lower alkyl group.In the process employing the new catalytic complex is not necessary to employ an excess of any ligand, and moderate reaction conditions are adequate. The catalyst can be prepared ex situ or in situ from a suitable source of rhodium or the Group VIII metal and a suitable derivative of ferrocene.Type: GrantFiled: April 24, 1978Date of Patent: March 18, 1980Assignee: Celanese CorporationInventors: Jerry D. Unruh, William J. Wells, III
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Patent number: 4159999Abstract: Olefins are converted to aldehydes and/or alcohols having one more carbon atom than the olefin by reacting the olefin with carbon monoxide and hydrogen in the presence of an in situ formed catalytic complex of a Group VIII metal, carbon monoxide and a trivalent ligand, the metal being introduced into the reaction zone in the form of a solution of a water-soluble inorganic salt dissolved in a solvent comprised of at least 40% by volume of a polyalkylene glycol, the polyalkylene glycol acting as a coupling agent preventing precipitation of the metal prior to formation of the catalyst complex.Type: GrantFiled: November 22, 1974Date of Patent: July 3, 1979Assignee: Celanese CorporationInventors: Adin L. Stautzenberger, James L. Paul, Jerry D. Unruh
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Patent number: 4158020Abstract: Olefins are converted to aldehydes and/or alcohols having one more carbon atom than the olefin by reacting the olefin with carbon monoxide and hydrogen in the presence of an in situ formed catalytic complex of a Group VIII metal, carbon monoxide and a trivalent ligand, the metal being introduced into the reaction zone in the form of a solution of a water-soluble inorganic salt dissolved in a solvent comprised of at least 40% by volume of a polyalkylene glycol, the polyalkylene glycol acting as a coupling agent preventing precipitation of the metal prior to formation of the catalyst complex.Type: GrantFiled: August 26, 1977Date of Patent: June 12, 1979Assignee: Celanese CorporationInventors: Adin L. Stautzenberger, James L. Paul, Jerry D. Unruh
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Patent number: 4152344Abstract: An improved process for hydroformylating an ethylenically-unsaturated compound to form an aldehyde derivative thereof in the presence of rhodium hydridocarbonyl in complex combination with an organic ligand, characterized by employing as said organic ligand a compound having two phosphino moieties, one being of the formula: ##STR1## and the other being of the formula: ##STR2## wherein R.sub.1, R.sub.2, R.sub.1 ', and R.sub.2 ' are organic radicals at least one of which contains an electronegative substituent moiety. The presence of the electronegative substituent in the ligand leads to an increased ratio of linear aldehyde to branched-chain aldehyde in the hydroformylation reaction product.Type: GrantFiled: August 8, 1977Date of Patent: May 1, 1979Assignee: Celanese CorporationInventor: Jerry D. Unruh
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Patent number: 4139565Abstract: In hydroformylating an ethylenically-unsaturated compound to produce a formyl-substituted derivative using as catalyst rhodium hydrido carbonyl in complex combination with a disphosphino ligand, a high ratio of the normal aldehyde to the iso-aldehyde in the product can be obtained even at very low ratios of ligand to rhodium in the catalyst mixture by using as the ligand a cyclic compound having in the ring two adjacent carbon atoms between the trans position of which the minimum and maximum attainable dihedral angels are, respectively, at least about 90.degree. and not more than about 180.degree., each of these adjacent carbon atoms being substituted with a phosphinomethyl group, the phosphinomethyl groups being in trans relationship to one another. If there are maintained in the reaction zone at least about 1.5 moles of the ligand per atom of rhodium, the desired results are obtained and higher ligand:rhodium ratios are not necessary.Type: GrantFiled: March 31, 1977Date of Patent: February 13, 1979Assignee: Celanese CorporationInventors: Jerry D. Unruh, Leslie E. Wade
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Patent number: RE34349Abstract: 1,3-Propanediol is manufactured by the hydration of acrolein in an aqueous solution over a fully hydrated, alumina-bound zeolite with a pore size >5 angstroms to form 3-hydroxypropanal and hydrogenation of the 3-hydroxypropanal typically in an aqueous solution in the presence of a nickel catalyst.Type: GrantFiled: April 15, 1992Date of Patent: August 17, 1993Assignee: Hoechst Celanese CorporationInventors: Jerry D. Unruh, Debra A. Ryan, Ioan Nicolau