A One-Step Conversion of Benzene to Phenol with a Palladium Membrane

Author:

Niwa Shu-ichi1,Eswaramoorthy Muthusamy1,Nair Jalajakumari1,Raj Anuj1,Itoh Naotsugu1,Shoji Hiroshi2,Namba Takemi3,Mizukami Fujio1

Affiliation:

1. Institute for Materials and Chemical Process, National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 5, 1-1-1, Higashi, Tsukuba, Ibaraki 305–8565, Japan.

2. Research Center, Maruzen Petrochemical, 3 Goi, Minami-kaigan, Ichihara, Chiba 290–8503, Japan.

3. Tsukuba Technical Laboratory, NOK Corporation, 25 Wadai, Tsukuba, Ibaraki 300–4247, Japan.

Abstract

Existing phenol production processes tend to be energy-consuming and produce unwanted by-products. We report an efficient process using a shell-and-tube reactor, in which a gaseous mixture of benzene and oxygen is fed into a porous alumina tube coated with a palladium thin layer and hydrogen is fed into the shell. Hydrogen dissociated on the palladium layer surface permeates onto the back and reacts with oxygen to give active oxygen species, which attack benzene to produce phenol. This one-step process attained phenol formation selectivities of 80 to 97% at benzene conversions of 2 to 16% below 250°C (phenol yield: 1.5 kilograms per kilogram of catalyst per hour at 150°C).

Publisher

American Association for the Advancement of Science (AAAS)

Subject

Multidisciplinary

Reference37 articles.

1. For example at the first step for the production of cumene from benzene and propylene with the traditional supported phosphoric acid catalyst (200° to 250°C 14 to 21 kg/cm 2 ) the benzene conversion is about 20% and at the second step for the oxidation of cumene to cumene hydroperoxide with air (80° to 130°C) the conversion is about 25%. At the third step for the decomposition of cumene hydroperoxide to phenol and acetone with sulfuric acid phenol is produced in a yield over 93%. Accordingly in this traditional process the one-pass yield of phenol based on the amount of benzene initially used is less than 5%.

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5. N 2 O is the main component of the NO x emitted during the oxidation of cyclohexanol and cyclohexanone to adipic acid with nitric acid. However unless such N 2 O is available it has to be obtained by the oxidation of ammonia produced from nitrogen and hydrogen and is expensive.

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