Eastman Chemical Company

Eastman-kodak Company

Gerald Charles Tustin

Joseph Robert Zoeller

Donald Lee Carver

Andy Hugh Singleton

Mark Rule

David William Norman

Thomas H Larkins, Jr

Donald W Lane

Leslie Sharon Depew

Melissa Page Steffey

Zhufang Liu

Zhidong George Zhu

Venkata Bharat Boppana

Robert Thomas Hembre

Liu Deng

Jerry Steven Fauver

Mary Kathleen Moore

David Alan Jenkins

Yue Rachel Hu

Joseph F Jeter

Charles Edwan Sumner, Jr

David A Young

Mary Therese Jernigan

Nick Allen Collins

Guy R Steinmetz

Jonathan Michael Penney

Kenneth Wayne Hampton, Jr

Christopher Harlan Burk

Philip Conrad Heidt

Andrew James Vetter

Thomas Michael Pell, Jr

Venkata Bharat Ram Boppana

Regina M Moncier

Steven J Adams

Stanley W Polichnowski

Theresa Sims Barnette

Craig Steven Dunn

James Jerry Spivey

Richard Irving Garrity

Makarand Ratnakav Gogate

Horace Lawrence Browning, Jr

Regina Michelle Moncier

Bharat Venkata Boppana

Todd Jay Dickson

Kyle C Smith

Larry Ronnie Lingerfelt

Michael James Nash

Guy Ralph Steinmetz

Provided is a process for the preparation of certain 1,4-bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst to afford an oxo-substituted bicyclo[2.2.2]octane species. This intermediate structure can then be further derivatized. The processes of this disclosure thus affords a novel and simplified means for the commercial production of a wide variety of bicyclo[2.2.2]octane derivatives.

Synthesis of bicyclo[2.2.2]octane derivatives

Provided is a process for the preparation of certain 1,4-bicyclo[2.2.2]octane derivatives. The new synthetic procedure involves treating 1,4-dimethylene cyclohexane with an oxidizing agent in the presence of a transition metal catalyst comprising a palladium compound to afford certain oxo-substituted bicyclo[2.2.2]octane species. The process of the invention thus affords a novel and simplified means for the commercial production of a wide variety of bicyclo[2.2.2]octane derivatives.

Synthesis of bicyclo[2.2.2]octanes

A process is described that uses a silver catalyst to convert methanol into formaldehyde in the presence of less than a stoichiometric amount of oxygen. The resulting formaldehyde is reacted without isolation with propionaldehyde over a commercially available anatase titania catalyst that is shown to be catalytically active towards the formation of methacrolein from formaldehyde and propionaldehyde with conversions and selectivities close to 90%. This titania catalyst is readily available, non-toxic, and can be used with formaldehyde and a variety of other aldehyde compounds to make &#x3b1;,&#x3b2;-unsaturated aldehyde compounds. This process benefits from low raw material costs and is economically advantaged due to the elimination of catalyst separation. This process shows promising stability and selectivity during lifetime studies, particularly when performed in the presence of a hydrogen carrier gas.

Efficient synthesis of methacroelin and other alpha, beta&#x2014;unsaturated aldehydes from methanol and an aldehyde

A commercially available anatase titania catalyst is shown to be catalytically active towards the formation of methacrolein from formaldehyde and propionaldehyde with conversions and selectivities close to 90%. This titania catalyst is readily available, non-toxic, and can be used with formaldehyde and a variety of other aldehyde compounds to make &#x3b1;,&#x3b2;-unsaturated aldehyde compounds. This process benefits from low raw material costs and is economically advantaged due to the elimination of catalyst separation. An additional advantage of this method involves the ability of the catalyst to be fully regenerated after a calcination step at 450&#xb0; C. in air. This process shows promising stability and selectivity during lifetime studies, particularly when performed in the presence of a hydrogen carrier gas.

Efficient synthesis of methacroelin and other alpha, beta-unsaturated aldehydes over a regenerable anatase titania catalyst

Disclosed is a method of making and using a titania supported palladium catalyst for the single step synthesis of 2-ethylhexanal from a feed of n-butyraldehyde. This titania supported palladium catalyst demonstrates high n-butyraldehyde conversion but also produces 2-ethylhexanal in an appreciable yield with maintained activity between runs. This method provides a single step synthesis of 2-ethylhexanal from n-butyraldehyde with a catalyst that can be regenerated that provides cleaner downstream separations relative to the traditional caustic route.

Single step conversion of N-butyraldehyde to 2-ethylhexanal

The invention relates to a catalyst composition comprising a mixed oxide of vanadium, titanium, and phosphorus. The titanium component is derived from a water-soluble, redox-active organo-titanium compound. The catalyst composition is highly effective at facilitating the vapor-phase condensation of formaldehyde with acetic acid to generate acrylic acid, particularly using an industrially relevant aqueous liquid feed. Additionally, the catalyst composition is catalytically active towards the formation of acrylic acid from methylene diacetate and methacrylic acid from methylene dipropionate; both reactions are carried out with high space time yields.

Process for preparing V&#x2014;Ti&#x2014;P catalysts for synthesis of 2,3-unsaturated carboxylic acids

A solid catalyst comprising an effective amount of iridium and at least one second metal selected from gallium, zinc, indium and germanium associated with a solid support material is useful for vapor phase carbonylation to produce carboxylic acids and esters from alkyl alcohols, esters, ethers or ester-alcohol mixtures. The iridium and at least one second metal are deposited on a support material. In some embodiments of the invention, the catalyst is useful for vapor phase carbonylation.

Iridium catalysts for carbonylation

Carbonylation catalysts and methods for using them are disclosed. In some embodiments, the carbonylation catalyst includes the contact product of:

Carbonylation catalyst and process using same

Processes are provided for contacting at least one Calcohol equivalent having n carbon atoms and at least one Calcohol equivalent having (n+1) carbon atoms with a Guerbet catalyst to form a product composition comprising a product compound having the structure: 

Conversion of alcohols to longer chain aldehydes or alcohols

The invention relates to a catalyst composition comprising a mixed oxide of vanadium, titanium, and phosphorus. The titanium component is derived from a water-soluble, redox-active organo-titanium compound. The catalyst composition is highly effective at facilitating the vapor-phase condensation of formaldehyde with acetic acid to generate acrylic acid, particularly using an industrially relevant aqueous liquid feed.

Process for preparing V-Ti-P catalysts for synthesis of 2,3-unsaturated carboxylic acids

Disclosed is a process for the preparation of a 2,2,4,4-tetraalkylcyclobutane-1,3-diol by hydrogenation of the corresponding 2,2,4,4-tetraalkylcyclobutane-1,3-dione in the vapor phase in the presence of a supported catalyst. The process is useful for the preparation of 2,2,4,4-tetramethylcyclobutane-1,3-diol from 2,2,4,4-tetramethylcyclobutane-1,3-dione. The process can produce a 2,2,4,4-tetraalkylcyclobutane-1,3-diol product having a cis:trans isomer ratio of 1:1 or greater.

Process for the preparation of 2,2,4,4-tetraalkylcyclobutane-1,3-diols

Disclosed is a carbonylation process wherein a mixture of a dialkyl carbonate and halide compound is contacted with carbon monoxide in the presence of a metal selected from Group VIII of the Periodic Table to co-produce carbon dioxide and a carbonyl compound selected from a carboxylic acid, an alkyl carboxylate ester, a carboxylic acid anhydride or a mixture of any two or more thereof. The carbon dioxide co-product of the process may be recovered, and sold or further reacted with a suitable substrate to produce useful chemicals such as urea or cyclic carbonates.

Carbonylation process

Disclosed is a continuous process wherein carbon monoxide, a carbonylatable reactant, and a halide in the gas phase are contacted with a non-volatile catalyst solution comprising an ionic liquid and a Group VIII metal to produce a carbonylation product in the gas phase. The process is useful for the continuous preparation of acetic acid by the carbonylation of methanol.

Continuous carbonylation process

A carbonylation catalyst useful for producing esters and carboxylic acids in a vapor phase carbonylation process, wherein the catalyst includes a solid component having a catalytically effective amount of platinum and tin associated with a solid catalyst support material and a vaporous halide promoter component.

Tin promoted platinum catalyst for carbonylation of lower alkyl alcohols

A vapor-phase carbonylation method for producing esters and carboxylic acids from reactants comprising lower alkyl alcohols, lower alkyl alcohol generating compounds, and mixtures thereof. The method includes contacting the reactants and carbon monoxide in a carbonylation zone of a carbonylation reactor under vapor-phase carbonylation conditions with a catalyst having a catalytically effective amount of a Group VIII metal selected from platinum or palladium, and tungsten which are associated with a solid catalyst support material.

Method for carbonylation of lower alkyl alcohols using tungsten promoted group VIII catalyst

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Kingsport, TN, United States of America

Gerald Charles Tustin