Patents Represented by Attorney, Agent or Law Firm M. Susan Spiering
-
Patent number: 5898087Abstract: Disclosed is a process to produce paraformaldehyde prills having a low dissolution time and low concentration of insoluble formation. The insolubles are believed to lead to stickiness, tackiness, and loss of flowability of the product, loss of handling, and lead to storage problems of the final prill product. To address this problem, a concentrated formaldehyde solution is prepared having a purity ranging from 37%-99% and may be mixed with an amine additive, an amine and alcohol additive, or amine, alcohol, and caustic additive. Alternatively, the final prill may be sprayed with an amine or amine mixture stabilizer.Type: GrantFiled: March 19, 1997Date of Patent: April 27, 1999Assignee: Celanese International CorporationInventors: Hung-Cheun Cheung, Carolyn Supplee, George C. Seaman, H. Robert Gerberich
-
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
-
Patent number: 5859287Abstract: A catalyst for the production of vinyl acetate by reaction of ethylene, oxygen and acetic acid as reactants comprising a porous support on the porous surfaces of which is deposited catalytically effective amounts of metallic palladium and gold and a third metal selected from the group consisting of magnesium calcium, barium, zirconium and cerium, as its oxide or mixture of oxide and metal, said catalyst having been prepared by either of two specified methods (A) or (B). Use of the catalyst results in a reaction of relatively high activity and/or low heavy ends selectivity.Type: GrantFiled: October 30, 1997Date of Patent: January 12, 1999Assignee: Celanese International CorporationInventors: Ioan Nicolau, Philip M. Colling
-
Patent number: 5854171Abstract: A catalyst particularly useful in the preparation of unsaturated esters such as the reaction of ethylene, oxygen and acetic acid in a vapor phase to form vinyl acetate. The catalyst comprises a honeycomb carrier coated with silica and containing palladium and gold throughout the silica coat. Such catalysts show reduced pressure drop and a high space time yield for vinyl acetate.Type: GrantFiled: September 19, 1997Date of Patent: December 29, 1998Assignee: Celanese International CorporationInventors: Ioan Nicolau, Philip M. Colling, Leland R. Johnson
-
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
-
Patent number: 5783731Abstract: A process to reduce carbonyl impurities in a carbonylation reaction for the production of acetic acid is described. The methyl iodide recycle stream which is directed to a carbonylation reactor for carbonylating methanol or methyl acetate to acetic acid, is treated to remove carbonyl impurities by reacting the methyl iodide stream formed in the reaction with an aqueous amino compound which reacts with the carbonyls to form water soluble nitrogenous derivatives, separating an organic methyl iodide phase from an aqueous derivative phase and distilling the methyl iodide phase to remove heavier impurities. The treatment of the methyl iodide recycle stream to the carbonylation reactor has been found to greatly reduce the carbonyls present in the acetic acid product. The formation of nitrile from the nitrogenous derivative during distillation may be minimized by adding water to the system.Type: GrantFiled: September 11, 1995Date of Patent: July 21, 1998Assignee: Hoechst Celanese CorporationInventors: Darrell Andrew Fisher, Michael L. Karnilaw, Kenneth Paul Kidwell, Melchior Albert Meilchen, Valerie Santillan, Mark O. Scates, G. Paull Torrence, Richard F. Vogel, Jr., R. Jay Warner
-
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
-
Patent number: 5731457Abstract: A process is disclosed for the production of vinyl acetate by reaction of ethylene, oxygen and acetic acid as reactants comprising contacting said reactants and a non-halogen containing copper compound with a catalyst comprising a porous support on the porous surfaces of which is deposited catalytically effective amounts of metallic palladium, gold and copper. During the process to prepare vinyl acetate, a stream of alkali metal acetate is preferably passed over the catalyst. The process results in higher vinyl acetate selectivity and productivity due to lower CO.sub.2 selectivity during the life of the catalyst, and/or longer catalyst life.Type: GrantFiled: June 3, 1997Date of Patent: March 24, 1998Assignee: Hoechst Celanese CorporationInventors: Ioan Nicolau, Jerry A. Broussard, Philip M. Colling
-
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
-
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
-
Patent number: 5705679Abstract: A catalyst particularly useful in the preparation of unsaturated esters such as the reaction of ethylene, oxygen and acetic acid in a vapor phase to form vinyl acetate. The catalyst comprises a honeycomb carrier coated with silica and containing palladium and gold throughout the silica coat. Such catalysts show reduced pressure drop and a high space time yield for vinyl acetate.Type: GrantFiled: April 2, 1996Date of Patent: January 6, 1998Inventors: Ioan Nicolau, Philip M. Colling, Leland R. Johnson
-
Patent number: 5700753Abstract: This invention provides a heterogeneous bimetallic palladium-gold catalyst for vinyl acetate production from ethylene, acetic acid and oxygen. An invention catalyst is prepared by forming a first shell dispersion coating of colloidal palladium on the catalyst support surface, and super-imposing a second shell dispersion coating of colloidal gold metal on the catalyst support surface. An organometallic gold compound is employed to apply the gold dispersion on the catalyst support surface. The organometallic gold compound does not require a fixing procedure, which normally is the cause of low gold metal retention. A preferred invention palladium-gold catalyst has a high gold metal retention, and exhibits durability and long term selectivity in vinyl acetate production.Type: GrantFiled: May 24, 1996Date of Patent: December 23, 1997Assignee: Hoechst Celanese CorporationInventors: Tao Wang, Jerry A. Broussard
-
Patent number: 5696274Abstract: The present invention provides processes which are flexible, cost effective, and commercially viable methods of manufacturing or producing products from 2-hydroxyacetophenone (2-HAP).Of particular interest of the available products are 4-hydroxycoumarin, warfarin-alkali salt, preferably warfarin sodium and warfarin-alkali salt-isopropyl alcohol (2-propanol) complex, more preferably warfarin-sodium-isopropyl alcohol complex.As is known, these compounds are useful as vitamin K dependent anticoagulants in the treatment of humans and animals. In different doses, they are also useful as rodenticide.The inventive process involves contacting 2-HAP, carbonate ester and effective base followed by treatment with an unsaturated ketone and phase transfer catalyst to ultimately yield product.Type: GrantFiled: May 22, 1996Date of Patent: December 9, 1997Assignee: Hoechst Celanese CorporationInventors: Ibrahim M. Uwaydah, Mohammad Aslam, Charles H. Brown, II, Sharon R. Fitzhenry, Joseph A. McDonough
-
Patent number: 5693586Abstract: This invention provides a supported palladium-gold catalyst for vinyl acetate production from ethylene, acetic acid and oxygen. All of the reactants employed in the catalyst preparation are potassium salt compounds which are essentially sodium-free. A preferred invention palladium-gold catalyst provides exceptional improvement of carbon dioxide selectivity in vinyl acetate production.Type: GrantFiled: June 28, 1996Date of Patent: December 2, 1997Assignee: Hoechst Celanese CorporationInventors: Ioan Nicolau, Philip M. Colling, Leland R. Johnson
-
Patent number: 5691267Abstract: A method for preparing a catalyst wherein a catalytic carrier is impregnated with water-soluble palladium and gold compounds followed by fixing and then reducing the fixed palladium and gold compounds to palladium and gold metal followed by impregnating the carrier with a second amount of a water-soluble gold compound. The second amount of gold compound is fixed then reduced to gold metal. The catalyst then is impregnated with an alkali metal acetate such as potassium acetate. The catalyst can be employed to synthesize unsaturated esters such as vinyl acetate.Type: GrantFiled: August 13, 1996Date of Patent: November 25, 1997Assignee: Hoechst Celanese CorporationInventors: Ioan Nicolau, Azael T. Flores
-
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
-
Patent number: 5603835Abstract: This invention relates to a process for improving the color of trimethylolpropane (TMP) by extracting color-causing impurities generated in the reaction to produce TMP. This improved color TMP is characterized by a reduced acid wash color and phthalic anhydride color--color measurement tests commonly used in the industry for assessing product quality and suitability of the TMP for certain color sensitive end-uses.Type: GrantFiled: July 21, 1994Date of Patent: February 18, 1997Assignee: Hoechst Celanese CorporationInventors: Hung-Cheun Cheung, Rodolfo W. Laurel, George C. Seaman
-
Patent number: 5600009Abstract: The palladium-catalyzed coupling of aryl and vinyl halides with vinylic compounds is disclosed. A preferred embodiment relating to the palladium catalyzed coupling of 4-substituted and 6-substituted-2-methoxynaphthalene to form nabumetone is also disclosed. The beauty of this novel reaction is that methylvinylketone, normally employed by the art directly as-is for the preparation of nabumetone, is formed in situ. We have discovered a mechanism to take advantage of the in situ formation of methylvinylketone, thus avoiding the use of expensive, toxic, and unstable methyl vinyl ketone feed. This reaction may be employed for a variety of pharmaceutically active and non-pharmaceutical compounds.Type: GrantFiled: April 9, 1996Date of Patent: February 4, 1997Assignee: Hoechst Celanese CorporationInventors: John F. Fritch, Mohammad Aslam, Dora E. Rios, Joel C. Smith
-
Patent number: 5576457Abstract: A catalyst useful for the manufacture of vinyl acetate from acetic acid, oxygen and ethylene which contains palladium, calcium, and at least one of zirconium and rhenium and the method of manufacture of vinyl acetate using the catalyst.Type: GrantFiled: May 23, 1995Date of Patent: November 19, 1996Assignee: Hoechst Celanese CorporationInventor: Roland Abel
-
Patent number: 5538790Abstract: A method to produce a stretch cling film possessing cling without added tackifier or acrylate unit is disclosed. Preferred copolymers to make this film have a solubility distribution breadth index of less than about 35.degree. C. and are ethylene/C.sub.3-20 alpha olefin copolymers with greater than about 4 to about 20 mole percent comonomer content.Type: GrantFiled: December 17, 1993Date of Patent: July 23, 1996Assignee: Exxon Chemical Patents Inc.Inventors: Marsha M. Arvedson, Patrick Brant, Paul M. German, John E. Wydila