| US 7,541,489 B2 | ||
| Method of making halophthalic acids and halophthalic anhydrides | ||
| Robert Edgar Colborn, Niskayuna, N.Y. (US); David Bruce Hall, Ballston Lake, N.Y. (US); Peter Alois Koch, Frankfurt (Germany); Bernd Volker Demuth, Offenbach (Germany); Thomas Wessel, Niederdorfelden (Germany); KarlErnst Mack, Wiesbaden (Germany); Prashant Anil Tatake, Mumbai (India); Utpal Mahendra Vakil, Mumbai (India); Shyamal Bhaskar Gondkar, Bangalore (India); John Edward Pace, Washington, W. Va. (US); and Kwang Woong Won, San Clemente, Calif. (US) | ||
| Assigned to SABIC Innovative Plastics IP B.V., Bergen op Zoom (Netherlands) | ||
| Filed on Jun. 29, 2005, as Appl. No. 11/170,708. | ||
| Application 11/170708 is a continuation in part of application No. 10/882762, filed on Jun. 30, 2004, abandoned. | ||
| Prior Publication US 2006/0004224 A1, Jan. 05, 2006 | ||
| This patent is subject to a terminal disclaimer. | ||
| Int. Cl. C07C 51/16 (2006.01) | ||
| U.S. Cl. 562—416 [548/476; 549/246] | 30 Claims |
| 1. A method of preparing a halophthalic acid, said method comprising the steps of:
contacting in a liquid phase reaction mixture at least one halogen-substituted ortho-xylene with oxygen and acetic acid at
a temperature in a range between about 120° C. and about 220° C. in the presence of a catalyst system,
said catalyst system consisting essentially of a source of cobalt ions, a source of manganese ions, and a source of bromide
ions,
said reaction mixture being characterized by an initial molar ratio of cobalt ion to halogen-substituted ortho-xylene of less
than about 2%, an initial molar ratio of manganese ion to halogen-substituted ortho-xylene of less than about 1.5%, and an
initial molar ratio of bromide ion to halogen-substituted ortho-xylene of less than about 0.5%,
said oxygen being present in an amount corresponding to a partial pressure of oxygen in a range between about 0.00001 and
about 15 bar,
to provide a product mixture comprising less than 10 percent halogen-substituted ortho-xylene starting material, a halophthalic
acid product, and less than about 10,000 parts per million halobenzoic acid by-product and less than 1000 parts per million
halophthalide by-product based on a total amount of halophthalic acid present in the product mixture.
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