Ketone Or Ketene Reactant Patents (Class 562/892)
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Publication number: 20140066653Abstract: In one embodiment, the invention is to a process for purifying acetic anhydride. The process includes the steps of feeding a liquid crude acetic anhydride stream directly to a distillation column and separating the liquid crude acetic anhydride stream to produce a light ends stream, a sidedraw and a residue stream. The sidedraw comprises substantially pure acetic anhydride product. The distillation column is operated at a pressure less than 101 kPa. The substantially pure acetic anhydride product comprises greater than 98 wt. % acetic anhydride, has a permanganate time of greater than 10 minutes, and has an APHA color of less than 10.Type: ApplicationFiled: September 6, 2012Publication date: March 6, 2014Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: R. Jay Warner, Melchoir Meilchen, Nathan Kirk Powell
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Patent number: 8653303Abstract: In one embodiment, the invention is to a process for producing acetic anhydride. The process includes at least a step of carbonylating methanol and/or a methanol derivative with carbon monoxide to form acetic acid, and contacting ketene with the acetic acid to form a crude acetic anhydride product stream and a vent stream having unreacted ketene. The process further comprises a step of directing at least a portion of the vent stream to a liquid ring vacuum compressor having a ring seal fluid comprising acetic acid The unreacted ketene in the portion of the vent stream contacts the ring seal fluid to form supplemental acetic anhydride.Type: GrantFiled: January 26, 2012Date of Patent: February 18, 2014Assignee: Celanese International CorporationInventors: R. Jay Warner, Melchoir Meilchen
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Publication number: 20130197267Abstract: In one embodiment, the invention is to a process for producing acetic anhydride. The process includes at least a step of carbonylating methanol and/or a methanol derivative with carbon monoxide to form acetic acid, and contacting ketene with the acetic acid to form a crude acetic anhydride product stream and a vent stream having unreacted ketene. The process further comprises a step of directing at least a portion of the vent stream to a liquid ring vacuum compressor having a ring seal fluid comprising acetic acid The unreacted ketene in the portion of the vent stream contacts the ring seal fluid to form supplemental acetic anhydride.Type: ApplicationFiled: January 26, 2012Publication date: August 1, 2013Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: R. Jay Warner, Melchoir Meilchen
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Publication number: 20130072718Abstract: A method for producing acetic anhydride that includes operating a high shear device at a shear rate of greater than about 20,000 s?1, wherein the high shear device is configured with a rotor and a stator; forming in the high shear device an emulsion having a liquid catalyst dispersed in an acetic acid solution; introducing the emulsion into a reactor at conditions suitable for the production of ketene; and reacting at least some ketene with acetic acid to produce acetic anhydride.Type: ApplicationFiled: November 16, 2012Publication date: March 21, 2013Applicant: H R D CorporationInventor: H R D Corporation
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Patent number: 7714165Abstract: The invention relates to a method for the continuous production of unsaturated carboxylic acid anhydrides of general formula (I): R—C(O)—O—C(O)—R (I), wherein R is an unsaturated organic group with 2 to 12 C atoms, by reaction of a ketene with an unsaturated carboxylic acid of general formula (II): R—COOH (II), wherein R is defined as above, in an apparatus which has a reaction zone (1) for the reaction of a ketene with an unsaturated carboxylic acid of general formula (II), and a reaction zone (2) for the subsequent reaction of the crude anhydride mixture and a rectification column with an upper, a middle and a lower zone, in the sump of which an inert boiling oil is present.Type: GrantFiled: March 14, 2007Date of Patent: May 11, 2010Assignee: Evonik Roehm GmbHInventors: Dirk Broell, Hermann Siegert
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Patent number: 7199263Abstract: A method of co-producing acetic anhydride and an acetate ester includes pyrolizing acetic acid at elevated temperature to produce a first ketene stream, the first ketene stream being a vapor phase stream comprising ketene, acetic acid and water; cooling the first ketene stream to condense acetic acid and water therefrom, thereby generating (i) a weak acid aqueous stream and (ii) a ketene feed stream; feeding the ketene feed stream to an acetic anhydride reactor where the ketene is reacted with acetic acid to produce acetic anhydride; concurrently with step (c), feeding the weak acid aqueous stream to an esterification reactor wherein acetic acid in the weak acid stream is reacted with an organic alcohol to produce an acetate ester.Type: GrantFiled: August 18, 2004Date of Patent: April 3, 2007Assignee: Celanese International CorporationInventor: R. Jay Warner
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Patent number: 6469206Abstract: Disclosed is a process for the preparation of trifluoromethanesulfonic acid anhydride by the steps of (1) forming a mixed anhydride comprising a trifluoromethanesulfonyl acyl residue and a carboxyl residue by contacting trifluoromethanesulfonic acid or a derivative thereof with a carboxyl compound selected from ketene, dialkyl ketenes, carboxylic acids, and derivatives of carboxylic acids and (2) subjecting the mixed anhydride to reactive distillation wherein the mixed anhydride undergoes disproportionation to produce triflic anhydride and a higher boiling carboxylic acid anhydride.Type: GrantFiled: February 26, 2001Date of Patent: October 22, 2002Assignee: Eastman Chemical CompanyInventors: Robert Thomas Hembre, Robert Lin
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Patent number: 6248923Abstract: Disclosed is process for the production of symmetrical fluoro-substituted anhydrides from mixed or unsymmetrical anhydrides, i.e., wherein the two carboxylic acid acyl groups of the anhydrides are different, by subjecting an unsymmetrical anhydrides to reactive distillation to produce a lower boiling product comprising a symmetrical fluorocarboxylic acid anhydride and a higher boiling product comprising a second symmetrical anhydride. The process is particularly useful for the coproduction of trifluoroacetic anhydride (TFAA) and acetic anhydride (Ac2O) from ketene and trifluoroacetic acid wherein ketene and trifluoroacetic acid (TFA) are reacted to produce a mixed anhydride, acetyl trifluoroacetate (Ac-TFA), which then is subjected to reactive distillation to produce a vapor product comprising TFAA and a liquid product comprising Ac2O.Type: GrantFiled: March 8, 2000Date of Patent: June 19, 2001Assignee: Eastman Chemical CompanyInventors: Robert Lin, Robert Thomas Hembre, Edwin Franklin Holcombe, III, Mark Robert Shelton
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Patent number: 5264087Abstract: Disclosed is a continuous method for refining acetic anhydride produced by the reaction of ketene and acetic acid by means of a vacuum distillation system to provide a refined material comprised of at least 99.5 weight percent acetic anhydride, not more than 0.5 weight percent acetic acid and not more than about 90 parts per million (ppm) diketene.Type: GrantFiled: October 13, 1992Date of Patent: November 23, 1993Assignee: Eastman Kodak CompanyInventors: H. Ford Lowery, Steven L. Cook, Vicky K. Pinto