Halogen Containing Catalyst, Initiator, Or Promoter Utilized Patents (Class 562/416)
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Patent number: 11744916Abstract: The present disclosure relates to radiopaque PVA polymers where the PVA has a first pendant group and a second pendant group, wherein the first pendant group comprises a first phenyl group bearing 1 to 5 iodine atoms, and the second pendant group comprises either (a) a second phenyl group bearing 1 to 3 substituents selected from the group W and optionally 1 to 4 iodine substituents, the group(s) W and the optional iodines being the sole substituents of the second phenyl group. Each W is selected from —OH, —COOH, —SO3H, —OPO3H2, —O—(C1-4alkyl), —O—(C1-4alkyl)OH, —O—(C1-4alkyl)R2, —O—(C2H5O)qR1—(C?O)—O—C1-4alkyl and —O—(C?O)C1-4alkyl; wherein R1 is H or C1-4 alkyl; R2 is —COOH, —SO3H, or —OPO3H2; q is an integer from 1 to 4; wherein the group W may be in the form of a pharmaceutically acceptable salt; or (b) a pyridyl group; which is optionally in the form of a pyridinium ion.Type: GrantFiled: July 20, 2020Date of Patent: September 5, 2023Inventors: Koorosh Ashrafi, Hugh Britton, Francesco Cuda, Andrew Lennard Lewis, Cristian Parisi, Yiqing Tang, Sean Leo Willis
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Patent number: 9604896Abstract: Disclosed is a halide-free catalyst system and method for oxidizing toluene to form benzoic acid in benzoic acid solvent. The catalyst system contains Co, at least one of Zr and Hf, and an alkali metal basic salt.Type: GrantFiled: September 3, 2014Date of Patent: March 28, 2017Assignee: Eastman Chemical CompanyInventors: Mesfin Ejerssa Janka, Charles Edwan Sumner, Jr., Stephanie Nicole Rollins-Testerman, Craig Steven Dunn
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Patent number: 9169189Abstract: A process and a mixture for oxidizing an alkyl-aromatic compound comprises forming a mixture comprising the alkyl-aromatic compound, a solvent, a bromine source, a catalyst, and ammonium acetate; and contacting the mixture with an oxidizing agent at oxidizing conditions to produce an oxidation product comprising at least one of an aromatic aldehyde, an aromatic alcohol, an aromatic ketone, and an aromatic carboxylic acid. The solvent comprises a carboxylic acid having from 1 to 7 carbon atoms; and the catalyst comprises at least one of cobalt, titanium, manganese, chromium, copper, nickel, vanadium, iron, molybdenum, tin, cerium, and zirconium.Type: GrantFiled: December 9, 2014Date of Patent: October 27, 2015Assignee: UOP LLCInventors: Alakananda Bhattacharyya, Joel T. Walenga
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Patent number: 9079846Abstract: A process for oxidizing solid crude terephthalic acid is described. The process includes contacting solid crude terephthalic acid with a solvent comprising a carboxylic acid and one or more of an ionic liquid or ammonium acetate; a bromine source; a catalyst; and an oxidizing agent to produce solid purified terephthalic acid at a temperature of about 100 to about 210° C., and a pressure of about 2 to about 4.5 MPa, for a time of about 5 to about 60 min, and recovering the solid purified terephthalic acid.Type: GrantFiled: October 12, 2012Date of Patent: July 14, 2015Assignees: UOP LLC, BORESKOV INSTITUTE OF CATALYSIS SIBERIAN BRANCH OF THE RUSSIAN ACADEMY OF SCIENCESInventors: Alakananda Bhattacharyya, Nina Kuznetsova, Bair S. Bal'zhinimaev
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Patent number: 9045409Abstract: A new process for the production of purified terephthalic acid (PTA) is disclosed to keep terephthalic acid (TA) in dissolved state during the process of oxidation reaction, to obtain intermediate product crude terephthalic acid (CTA) not containing the two impurities of 4-carboxyl benzaldehyde (4-CBA) and p-methyl benzoic acid (PT acid), so that it can eliminate the “purified” production process, and reduce the consumptions of raw materials, acetic acid, fuel and power, and water, thereby saving production costs.Type: GrantFiled: June 24, 2013Date of Patent: June 2, 2015Inventor: Xiangjin Zhou
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Patent number: 9035090Abstract: In a process for removing aromatic carboxylic acid from a slurry thereof in solvent, the slurry is split into sub streams and each of said sub streams is supplied to a respective rotary pressure filter such that the sub stream pass through the filters in parallel. Gas is passed through the rotary pressure filters in series in an open-loop arrangement.Type: GrantFiled: January 12, 2012Date of Patent: May 19, 2015Assignee: Davy Process Technology LimitedInventor: Andrea Gnagnetti
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Publication number: 20150126772Abstract: This invention relates to the production of terephthalic acid by 1) cycloaddition of 2,5 substituted furan (such as 2,5-bis hydroxymethylfuran or 5-hydroxymethylfurfural) and ethylene, and 2) the subsequent oxidation of the dehydrated cycloaddition product to terephthalic acid. The invention relates more particularly to overall biobased pathways for making terephthalic acid from carbohydrates such as hexoses (e.g., glucose or fructose).Type: ApplicationFiled: October 16, 2014Publication date: May 7, 2015Inventors: Guang Cao, James R. Lattner, Javier Guzman, Shifang L. Luo, Gary D. Mohr
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Patent number: 9024059Abstract: Methods of producing terephthalic acid are described. The methods involve using a substantially pure p-toluic acid stream. The substantially pure p-toluic acid stream, a solvent comprising an ionic liquid and optionally a carboxylic acid, a bromine source, a catalyst, and an oxidizing agent are contacted to produce a product comprising terephthalic acid.Type: GrantFiled: December 29, 2011Date of Patent: May 5, 2015Assignee: UOP LLCInventor: Alakananda Bhattacharyya
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Publication number: 20150087859Abstract: Processes for producing terephthalic acid are disclosed, the processes including a step of combining in a reaction medium para-xylene, a solvent comprising water and a saturated organic acid having from 2-4 carbon atoms, and an oxygen-containing gas, at a temperature for example from about 145° C. to about 175° C., in the presence of a catalyst composition comprising cobalt, manganese, zirconium, and bromine, wherein the zirconium is present in the reaction medium in an amount, for example, from 1 ppm to 50 ppm with respect to the weight of the liquid in the reaction medium.Type: ApplicationFiled: September 24, 2013Publication date: March 26, 2015Applicant: Eastman Chemical CompanyInventors: David Milton Lange, Ashfaq Shahanawaz Shaikh, Patrice L. Riesenberg, Mesfin Ejerssa Janka
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Publication number: 20150087860Abstract: Processes for producing isophthalic acid are disclosed, the processes including a step of combining in a reaction medium meta-xylene, a solvent comprising water and a saturated organic acid having from 2-4 carbon atoms, and an oxygen-containing gas, at a temperature for example from about 145° C. to about 175° C., in the presence of a catalyst composition comprising cobalt, manganese, zirconium, and bromine, wherein the zirconium is present in the reaction medium in an amount, for example, from about 1 ppm to 50 ppm with respect to the weight of the liquid in the reaction medium.Type: ApplicationFiled: September 24, 2013Publication date: March 26, 2015Applicant: Eastman Chemical CompanyInventors: Ashfaq Shahanawaz Shaikh, David Milton Lange, William Lee Cook, Mesfin Ejerssa Janka
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Publication number: 20150065747Abstract: A solid terephthalic acid composition and a process for producing terephthalic acid from para-xylene. The process comprises forming a mixture comprising the para-xylene, a solvent, a bromine source, and a catalyst; and oxidizing the para-xylene by contacting the mixture with an oxidizing agent at oxidizing conditions to produce a solid oxidation product comprising terephthalic acid, para-toluic acid, 4-carboxybenzaldehyde. The solvent comprises a carboxylic acid having from 1 to 7 carbon atoms and an dialkyl imidazolium ionic liquid; and the catalyst comprises at least one of cobalt, titanium, manganese, chromium, copper, nickel, vanadium, iron, molybdenum, tin, cerium, and zirconium. The solid terephthalic acid composition comprises, less than about 4,000 ppm-wt 4-carboxybenzaldehyde content, and more than about 2,000 ppm-wt a para-toluic acid.Type: ApplicationFiled: November 7, 2014Publication date: March 5, 2015Inventors: Alakananda Bhattacharyya, Joseph A. Kocal, Joel T. Walenga, Nikolay Y. Adonin, Nina I. Kuznetsova, Bair S. Bal'zhinimaev
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Patent number: 8952195Abstract: A process for oxidizing an alkyl-aromatic compound is described. The process includes contacting the alkyl-aromatic compound, a solvent comprising an ionic liquid, a bromine source, a catalyst, and an oxidizing agent in a first reaction zone to produce a first product comprising a first mother liquor and at least one of an aromatic alcohol, an aromatic aldehyde, an aromatic ketone, and an aromatic carboxylic acid.Type: GrantFiled: October 12, 2012Date of Patent: February 10, 2015Assignee: UOP LLCInventors: Alakananda Bhattacharyya, Raymond Shih
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Patent number: 8946471Abstract: Processes for oxidizing an alkyl-aromatic compound are described. The processes include contacting an alkyl-aromatic compound, a solvent, a bromine source, a catalyst, and an oxidizing agent to produce a product comprising at least one of an aromatic alcohol, an aromatic aldehyde, an aromatic ketone, and an aromatic carboxylic acid. The composition of the solvent is controlled to reduce the impurities in the product.Type: GrantFiled: December 29, 2011Date of Patent: February 3, 2015Assignee: UOP LLCInventors: Alakananda Bhattacharyya, Joel T. Walenga
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Patent number: 8927764Abstract: Methods of producing terephthalic acid are described. The methods involve using a substantially pure 4-CBA stream. The substantially pure 4-CBA stream, a solvent comprising an ionic liquid and optionally a carboxylic acid, a bromine source, a catalyst, and an oxidizing agent are contacted to produce a product comprising terephthalic acid.Type: GrantFiled: December 29, 2011Date of Patent: January 6, 2015Assignee: UOP LLCInventor: Alakananda Bhattacharyya
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Patent number: 8779185Abstract: A process and apparatus for manufacture of aromatic carboxylic acids comprises a liquid phase oxidation of aromatic hydrocarbon feed materials and treatment of a high pressure off-gas from the liquid phase oxidation to separate water and reaction solvent and purification of impure aromatic carboxylic acid products wherein a purification liquid includes water from off-gas treatment.Type: GrantFiled: May 7, 2012Date of Patent: July 15, 2014Assignee: BP Corporation North America Inc.Inventor: Thomas M. Bartos
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Patent number: 8685334Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: February 11, 2011Date of Patent: April 1, 2014Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Alan George Wonders, Puneet Gupta, Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede
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Carboxylic acid production process employing solvent from esterification of lignocellulosic material
Patent number: 8614350Abstract: Methods and apparatus for producing a carboxylic acid employing a solvent from esterification of lignocellulosic materials. An acid-containing composition from esterification of lignocellulosic materials can be employed in the oxidation of para-xylene to terephthalic acid. The acid-containing composition can comprise acetic acid, acetic anhydride, and one or more terpenes or terpenes derivatives.Type: GrantFiled: August 24, 2012Date of Patent: December 24, 2013Assignee: Eastman Chemical CompanyInventors: Mesfin Ejerssa Janka, Charles Edwan Sumner, Jr., Adam Scott Howard, Kenny Randolph Parker -
Patent number: 8501986Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: February 10, 2010Date of Patent: August 6, 2013Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Alan George Wonders, Robert Lin, Lee Reynolds Partin, Marcel de Vreede, Wayne Scott Strasser
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Patent number: 8470257Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: January 30, 2009Date of Patent: June 25, 2013Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Alan George Wonders, Lee Reynolds Partin, Wayne Scott Strasser, Marcel deVreede, Puneet Gupta
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Carboxylic acid production process employing solvent from esterification of lignocellulosic material
Patent number: 8455680Abstract: Methods and apparatus for producing a carboxylic acid employing a solvent from esterification of lignocellulosic materials. An acid-containing composition from esterification of lignocellulosic materials can be employed in the oxidation of para-xylene to terephthalic acid. The acid-containing composition can comprise acetic acid, acetic anhydride, and one or more terpenes.Type: GrantFiled: January 7, 2009Date of Patent: June 4, 2013Assignee: Eastman Chemical CompanyInventors: Wout Fornara, Martin Gout, Charles Edwan Sumner, Jr. -
Patent number: 8321082Abstract: In a hybrid vehicle, control is executed to operate an engine with fuel injection being performed, when an unexecuted percentage of catalyst degradation suppression control is equal to or greater than a threshold value of the unexecuted percentage, when a power storage percentage of a battery is equal to or greater than a threshold value of the power storage percentage and the battery is charging, and also when a vehicle speed is equal to or greater than a threshold value of the vehicle speed and a cumulative air amount is equal to or greater than a threshold value of the cumulative air amount, when a catalyst temperature is less than a first threshold temperature and equal to or greater than a second threshold temperature, when the catalyst temperature is equal to or greater than the first threshold temperature, when there is a braking request while the engine is operating.Type: GrantFiled: September 13, 2011Date of Patent: November 27, 2012Assignee: Toyota Jidosha Kabushiki KaishaInventor: Yasushi Ando
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Patent number: 8188309Abstract: The present invention relates to a process for making terephthalic acid by reacting a starting material and oxygen in the presence of a heterogeneous catalyst and p-xylene as solvent to produce a solution of terephthalic acid (TPA). The starting material is p-xylene, p-toluic acid, 4 carboxybenzaldehyde, or a mixture of any two or more thereof. No solid TPA is formed during the reaction in contrast to previous manufacturing methods that utilize acidic solvents and precipitate TPA as it forms. By avoiding the direct precipitation of TPA during formation, the present methods avoid many shortcomings of the conventional manufacturing methods used to produce TPA. In particular, the present methods do not require additional purification steps to remove reaction byproducts; film grade TPA can be obtained directly from starting material in a one-step process.Type: GrantFiled: December 20, 2005Date of Patent: May 29, 2012Assignee: Process Design Center B.V.Inventors: Johannes Maria Franciscus Sijben, Herman Jozef Claudius De Meyer
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Patent number: 8173835Abstract: Disclosed is a method and apparatus for drying a wet cake in a carboxylic acid production process. The method comprises employing a contact dryer for drying solid particles of carboxylic acid, where the solid particles can have a residence time of less than about 7 minutes in the dryer and an exit temperature of less than about 250° C. upon exiting the dryer.Type: GrantFiled: February 1, 2007Date of Patent: May 8, 2012Assignee: Grupo Petrotemex, S.A. DE C.V.Inventors: Kenny Randolph Parker, Philip Edward Gibson
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Patent number: 8173834Abstract: A process and apparatus for manufacture of aromatic carboxylic acids comprises a liquid phase oxidation of aromatic hydrocarbon feed materials and treatment of a high pressure off-gas from the liquid phase oxidation to separate water and reaction solvent and purification of impure aromatic carboxylic acid products wherein a purification liquid includes water from off-gas treatment.Type: GrantFiled: March 20, 2006Date of Patent: May 8, 2012Assignee: BP Corporation North America Inc.Inventor: Thomas M. Bartos
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Patent number: 8173836Abstract: Disclosed is a method and apparatus for drying a wet cake in a carboxylic acid production process. The method comprises employing a contact dryer for drying solid particles of carboxylic acid, where the solid particles can have a residence time of less than about 7 minutes in the dryer and an exit temperature of less than about 250° C. upon exiting the dryer.Type: GrantFiled: February 1, 2007Date of Patent: May 8, 2012Assignee: Grupo Petrotemex, S.A. De C.V.Inventors: Kenny Randolph Parker, Philip Edward Gibson
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Patent number: 8058369Abstract: The present invention relates to a bubble column reactor comprising a column reactor having a sparger plate dividing the column reactor into a top reaction compartment and a bottom compartment, characterized in that an inlet and outlet line for introducing and disposing a flushing medium are connected to the bottom compartment; and an operation method thereof.Type: GrantFiled: September 6, 2006Date of Patent: November 15, 2011Assignees: Saudi Basic Industries Corporation, Linde AGInventors: Richard Schneider, Peter M. Fritz, Sebastian Muschelknautz, Heinz Bölt, Talal Ali, Fuad Mosa
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Patent number: 7985875Abstract: The invention relates to a process for preparing an aromatic polycarboxylic acid by liquid phase oxidation of a di- or tri-substituted benzene or naphtalene compound, the process comprising a step of contacting the aromatic compound with an oxidant in the presence of a carboxylic acid solvent, a metal catalyst and a promoter in a reaction zone, wherein the promoter is an ionic liquid comprising an organic cation and a bromide or iodide anion. Advantages of this process include high conversion without severe corrosion problems otherwise associated with halogen-containing compounds as promoter. The process does not necessitate the use of special corrosion-resistant material or liners in the process equipment; thus offering savings on investment and maintenance costs and increasing plant reliability. The process of the invention is especially suited for production of terephthalic acid from p-xylene.Type: GrantFiled: December 18, 2007Date of Patent: July 26, 2011Assignee: Saudi Basic Industeies CorporationInventors: Syed Azhar Hashmi, Sulaiman Al-Luhaidan
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Patent number: 7977505Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: April 18, 2008Date of Patent: July 12, 2011Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede, Puneet Gupta
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Patent number: 7959879Abstract: Disclosed is an optimized process and apparatus for more efficiently producing aromatic dicarboxylic acids (e.g., terephthalic acid). In one embodiment the process/apparatus reduces costs by recovering and purifying residual terephthalic acid present in the liquid phase of an initial oxidation slurry. In another embodiment the process apparatus reduces costs associated with hydrogenation by forming a final composite product containing unhydrogenated acid particles.Type: GrantFiled: March 18, 2008Date of Patent: June 14, 2011Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Robert Lin, Marcel de Vreede
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Patent number: 7960581Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: July 29, 2010Date of Patent: June 14, 2011Assignee: Grupo Petrotemex, S.A. de C.V.Inventors: Marcel de Vreede, Alan George Wonders, Robert Lin
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Publication number: 20110112323Abstract: Provided is a process for the production of high-purity trimellitic acid including subjecting a dimethylbenzaldehyde and/or an oxidized derivative of the dimethylbenzaldehyde to liquid-phase oxidation with molecular oxygen in an aqueous solvent containing a catalyst to produce trimellitic acid, in which: 3,4-dimethylbenzaldehyde and/or 3,4-dimethylbenzoic acid are/is used as a raw material; a catalyst containing 0.05 to 1 part by mass of one or more kinds of metals selected from the group consisting of cobalt, manganese, and nickel, 0.0001 to 0.0015 part by mass of metallic iron and/or iron obtained from a water-soluble iron salt, and 1 to 5 parts by mass of bromine with respect to 100 parts by mass of the aqueous solvent is used as the catalyst; and the liquid-phase oxidation is conducted at a temperature of 200 to 250° C.Type: ApplicationFiled: April 7, 2009Publication date: May 12, 2011Applicant: Mitsubishi Gas Chemical Company, Inc.Inventors: Takeshi Kawai, Masashi Yabuno
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Patent number: 7910769Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: March 22, 2011Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Puneet Gupta, Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede
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Patent number: 7901636Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: February 25, 2009Date of Patent: March 8, 2011Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Robert Lin, Marcel de Vreede, Lee Reynolds Partin
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Patent number: 7902396Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 24, 2009Date of Patent: March 8, 2011Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Gino Georges Lavoie, Charles Edwan Sumner, Jr.
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Patent number: 7897810Abstract: Disclosed is an optimized process and apparatus for more efficiently producing aromatic dicarboxylic acids (e.g., terephthalic acid). In one embodiment the process/apparatus reduces costs by recovering and purifying residual terephthalic acid present in the liquid phase of an initial oxidation slurry. In another embodiment the process apparatus reduces costs associated with hydrogenation by forming a final composite product containing unhydrogenated acid particles.Type: GrantFiled: March 18, 2008Date of Patent: March 1, 2011Assignee: Eastman Chemical CompanyInventors: Robert Lin, Marcel de Vreede
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Patent number: 7888530Abstract: Disclosed is an optimized process and apparatus for more efficiently producing aromatic dicarboxylic acids (e.g., terephthalic acid). In one embodiment the process/apparatus reduces costs by recovering and purifying residual terephthalic acid present in the liquid phase of an initial oxidation slurry. In another embodiment the process apparatus reduces costs associated with hydrogenation by forming a final composite product containing unhydrogenated acid particles.Type: GrantFiled: July 14, 2005Date of Patent: February 15, 2011Assignee: Eastman Chemical CompanyInventors: Robert Lin, Marcel de Vreede
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Patent number: 7884233Abstract: A process is provided for producing an enriched carboxylic acid compositions produced by contacting composition comprising a carboxylic acid with an enrichment feed in an enrichment zone to form an enriched carboxylic acid composition. This invention also relates to a process and the resulting compositions for removing catalyst from a carboxylic acid composition to produce a post catalyst removal composition.Type: GrantFiled: June 26, 2009Date of Patent: February 8, 2011Assignee: Eastman Chemical CompanyInventors: Philip Edward Gibson, Kenny Randolph Parker, Ronald Buford Sheppard
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Patent number: 7884232Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: March 1, 2006Date of Patent: February 8, 2011Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Thomas Young Lightfoot, Thomas Earl Woodruff, Charles Helton Hitchcock, David Lee Denton, Carl Norman McCurry
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Patent number: 7829037Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: August 29, 2007Date of Patent: November 9, 2010Assignee: Eastman Chemical CompanyInventors: Thomas Earl Woodruff, Alan George Wonders
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Patent number: 7709681Abstract: Trimellitic acid is produced by oxidation of pseudocumene in acetic acid at temperatures between 130 and 240° C. in the presence of a catalyst composition containing cobalt, manganese and bromine. The process comprises the stages of: (i) simultaneously feeding pseudocumene and air or an oxygen-containing gas into a solution containing acetic acid and the catalyst composition, at an addition rate resulting in an oxygen concentration in the off-gas of less than 8 vol %, and at a temperature and a pressure sufficient to result in 5 to 25 mol % of the total amount of oxygen required to oxidize the pseudocumene to trimellitic acid being consumed, and (ii) feeding air or an oxygen-containing gas into the reaction mixture obtained in stage (i) until essentially all of the pseudocumene has been consumed and a molar yield of trimellitic acid of at least 90% has been obtained. There is no supplementation of catalyst after stage (i).Type: GrantFiled: May 6, 2006Date of Patent: May 4, 2010Assignee: Polynt S.p.A.Inventors: Gian Luca Castiglioni, Roberto Pirola, Carlo Fumagalli
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Patent number: 7692039Abstract: The present invention relates to a process for preparing purified terephthalic acid [PTA,], comprising the steps: dissolving crude terephthalic acid [CTA] in an aqueous medium in a reactor; hydrogenating CTA at a temperature of about 260-320° C. and a pressure of about 1100-1300 psig using a hydrogenation catalyst; crystallizing terephthalic acid in the reactor by lowering the temperature of the solution to about 160° C. without evaporation cooling; transferring the content of the reactor to a filtration unit; filtrating the content at a temperature of about 140-160° C. and a pressure of about 40-100 psig, preferably 80-100 psig to obtain a filter cake, washing the filter cake obtained with water having a temperature of about 140-160° C. in the filtration unit; and drying the filter cake.Type: GrantFiled: December 9, 2005Date of Patent: April 6, 2010Assignee: Saudi Basic Industries CorporationInventors: Syed Mohammed Azhar Hashmi, Sulaiman Al-Luhaidan
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Patent number: 7692036Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: April 6, 2010Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Robert Lin, Lee Reynolds Partin, Marcel de Vreede, Wayne Scott Strasser
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Patent number: 7692037Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: April 6, 2010Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Marcel de Vreede, Lee Reynolds Partin, Wayne Scott Strasser
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Patent number: 7683210Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: March 23, 2010Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Thomas Young Lightfoot, Thomas Earl Woodruff, Charles Helton Hitchcock, David Lee Denton, Carl Norman McCurry
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Patent number: 7649109Abstract: A polyester production process employing an esterification system that uses a distillation column to recover alcohol produced from an esterification zone and then recirculates the recovered alcohol back to the esterification zone without substantially cooling the recovered alcohol.Type: GrantFiled: December 7, 2006Date of Patent: January 19, 2010Assignee: Eastman Chemical CompanyInventor: Bruce Roger DeBruin
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Publication number: 20090326265Abstract: The invention relates to a process for preparing an aromatic polycarboxylic acid by liquid phase oxidation of a di- or tri-substituted benzene or naphtalene compound, the process comprising a step of contacting the aromatic compound with an oxidant in the presence of a carboxylic acid solvent, a metal catalyst and a promoter in a reaction zone, wherein the promoter is an ionic liquid comprising an organic cation and a bromide or iodide anion. Advantages of this process include high conversion without severe corrosion problems otherwise associated with halogen-containing compounds as promoter. The process does not necessitate the use of special corrosion-resistant material or liners in the process equipment; thus offering savings on investment and maintenance costs and increasing plant reliability. The process of the invention is especially suited for production of terephthalic acid from p-xylene.Type: ApplicationFiled: December 18, 2007Publication date: December 31, 2009Inventors: Syed Azahar Hashmi, Sulaiman Al-Luhaidan
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Patent number: 7608733Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: October 27, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Howard Wood Jenkins, Jr., Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede
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Patent number: 7608732Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: October 27, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Gino Georges Lavoie, Charles Edwan Sumner, Jr., Bryan Wayne Davenport, Marcel de Vreede, Brent Alan Tennant
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Patent number: 7589231Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: September 15, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Howard Wood Jenkins, Jr., Lee Reynolds Partin, Wayne Scott Strasser, Marcel de Vreede
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Patent number: 7582793Abstract: Disclosed is an optimized process and apparatus for more efficiently and economically carrying out the liquid-phase oxidation of an oxidizable compound. Such liquid-phase oxidation is carried out in a bubble column reactor that provides for a highly efficient reaction at relatively low temperatures. When the oxidized compound is para-xylene and the product from the oxidation reaction is crude terephthalic acid (CTA), such CTA product can be purified and separated by more economical techniques than could be employed if the CTA were formed by a conventional high-temperature oxidation process.Type: GrantFiled: June 16, 2005Date of Patent: September 1, 2009Assignee: Eastman Chemical CompanyInventors: Alan George Wonders, Gino Georges Lavoie, Charles Edwan Sumner, Jr.