Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Reexamination Certificate
2005-11-01
2005-11-01
Zucker, Paul A. (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
C562S550000, C562S887000
Reexamination Certificate
active
06960682
ABSTRACT:
Acetyl anhydrides such as acetyl sulfate are produced by a process for comprising contacting methane and carbon dioxide in an anhydrous environment in the presence of effective amounts of a transition metal catalyst and a reaction promoter, and an acid anhydride compound, and optionally an acid. The acetyl anhydride can be contacted with water to produce acetic acid or with an alcohol to produce a product comprising an acetate ester and that may also comprise acetic acid. Optionally, water in stoichiometric amounts or less, with respect to the acetic anhydride, may be fed to a continuous process of this type to produce some acetic acid in situ.
REFERENCES:
patent: 4221712 (1980-09-01), Makowski et al.
patent: 4316828 (1982-02-01), Makowski et al.
patent: 5401876 (1995-03-01), Correia et al.
patent: 5659077 (1997-08-01), McFarlan
patent: 6380426 (2002-04-01), Kelkar et al.
patent: 6383977 (2002-05-01), Karim et al.
patent: 6399816 (2002-06-01), Borchert et al.
patent: 6472558 (2002-10-01), Key et al.
patent: 226248 (1924-12-01), None
patent: 10-226665 (1998-08-01), None
patent: WO 96/05163 (1996-02-01), None
Martens et al, Tetrahedron, Stereochemistry and Mechanism of Acylation of Acetylenes, 1975, 31(2), pp. 177-183.
Asadullah, M., et al., “Cobalt catalyzed carboxylation reaction of saturated hydrocarbons with CO in the presence of K2S2O8and TFA under mild conditions,”Tetrahedron Letters, 1999, pp. 8867-8871, vol. 40.
Asadullah, M., et al., “Calcium-Catalyzed Selective and Quantitative Transformation of CH4and CO into Acetic Acid”Angew. Chem. Int. Ed., 2000, pp. 2475-2478, vol. 39, No. 14.
Bagno, A., et al., “Superacid-Catalyzed Carbonylation of Methane, Methyl Halides, Methyl Alcohol, and Dimethyl Ether to Methyl Acetate and Acetic Acid,”J. Organic Chem., 1990, pp. 4284-4289, vol. 55.
Chepaikin, E., et al., “Functionalisation of methane under dioxygen and carbon monoxide catalyzed by rhodium complexes oxidation and oxidative carbonylation,”Journal of Molecular Catalysis A: Chemical, 2001, pp. 89-98, vol. 169.
Fujiwara, Y., et al., “Transition metal catalyzed acetic acid synthesis from methane and carbon monoxide,”Studies in Surface Science and Catalysis, 1998, pp. 349-353, vol. 119.
Jackman, L.M., et al., “Synthesis of Transition-Metal Carboxylato Complexes1.2,”Inorganic Chemistry, 1979, pp. 1497-1502, vol. 18, No. 6.
Kurioka, M., et al., “Palladium-Catalyzed Acetic Acid Synthesis from Methane and Carbon Monoxide or Dioxide,”Chemistry Letters, 1995, p. 244.
Lin, M., et al., “Direct catalytic conversion of methane to acetic acid in aqueous medium,”Nature, Apr. 1994, pp. 613-615, vol. 368.
Nakata, K., et al., “Palladium (II) and/or copper (II)-catalyzed carboxylation of small alkanes such as methan and ethane with carbon monoxide,”Journal of Organometallic Chemistry, 1994, pp. 329-334, vol. 473.
Nishiguchi, T., et al., “Transition Metal Catalyzed Acetic Acid Synthesis from Methane and CO,”Chemistry Letters, 1992, pp. 1141-1142.
Nizova, G., et al., “Carboxylation of methane with CO or CO2in aqueous solution catalysed by vanadium complexes,”Chem. Commun., 1998, pp. 1885-1886.
Piao, D-G., et al., “An efficient partial oxidation of methane in trifluoroacetic acid using vanadium-containing heteropolyacid catalysts,”Journal of Organometallic Chemistry, 1999, pp. 116-120, vol. 574.
Reis, P., et al., “Single-Pot Conversion of Methane Into Acetic Acid in the Absence of CO and with Vanadium Catalysts Such as Amavadine,”Agnew. Chem. Int. Ed., 2003, pp. 821-823, vol. 42, No. 7.
Taniguchi, Y., et al., “Advances in Chemical Conversions for Mitigating Carbon Dioxide,”Studies in Surface Science and Catalysis, 1998, pp. 439-442, vol. 114.
Taniguchi, Y., et al., “Highly Efficient Vanadium-Catalyzed Transformation of CH4 and CO to Acetic Acid,”Organic Letters, 1999, pp. 557-559, vol. 1, No. 4.
Wilcox et al., “Letter to the Editor: Thermodynamics of light alkane carboxylation,”Applied Catalysis A: General, 2002, pp. 317-318, vol. 226.
Wilcox, et al., “Direct Synthesis of Acetic Acid from Methane and Carbon Dioxide,”Studies in Surface Science and Catalysis, 2001, pp. 259-264, vol. 136.
Yin, G., et al., “CU(OAc)2-catalyzed partial oxidation of methane to methyl trifluoroacetate in the liquid phase,”Applied Organometallic Chemistry, 2000, pp. 438-442, vol. 14.
Zhang, Q., et al., “Reactions between Hydrogen Sulfide and Sulfuric Acid: A Novel Process for Sulfur Removal and Recovery,”Ind. Eng. Chem. Res., 2000, pp. 2505-2509, vol. 39.
Bell Alexis T.
Gaemers Sander
Mukhopadhyay Sudip
Muskett Michael James
Sunley John Glenn
BP Chemicals Limited
The Regents of the University of California
Townsend and Townsend / and Crew LLP
Zucker Paul A.
LandOfFree
Process for production of acetyl anhydrides and optionally... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for production of acetyl anhydrides and optionally..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for production of acetyl anhydrides and optionally... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3507201