Direct hydroxylation of benzene to phenol by nitrous oxide

Autor: Anthony K. Uriarte, Aleksandr S. Kharitonov, Mikhail A. Rodkin, Michael Gross, Gennady I. Panov
Rok vydání: 1997
Předmět:
DOI: 10.1016/s0167-2991(97)81048-8
Popis: Publisher Summary In the early 1990's it was reported that N 2 O emissions from adipic acid producers could contribute to atmospheric ozone depletion and global warming. It was estimated that adipic acid production may account for up to 10% of the annual increase in the atmospheric N 2 O. The ketone-alcohol (KA) to adipic acid yields are near 94% of the theory. Glutaric and succinic acids are the major byproducts and account for most of the yield loss. Monsanto and some other adipic acid producers recover or upgrade these to salable byproducts, resulting in an overall KA utilization efficiency that approaches 99%. Two general areas of utilization were considered: oxidation of N 2 O to NO and subsequent conversion to nitric acid and the use of N 2 O as a selective oxidant. The latter had the potential of satisfying the criterion of value addition. Benzene can be reacted with nitrous oxide in the vapor phase at elevated temperatures over ZSM-5 or similar catalysts to give phenol and nitrogen. The reaction has very high selectivity of benzene conversion to phenol (>99%). A further step was taken to incorporate the phenol scheme into an overall adipic acid process. The process would use N 2 O to hydroxylate benzene to phenol. The phenol would be hydrogenated to cyclohexanone using available technology. The final step is the currently practiced nitric acid oxidation of cyclohexanol and cyclohexanone that returns N 2 O for use in the front end of the process. The successful commercialization of the overall process concept depended on the viability of the first step that is a breakthrough technology.
Databáze: OpenAIRE