Any suitable source of molecular oxygen, such as air or pure oxygen, can be used. Styrene is currently prepared by the catalytic dehydrogenation of ethylbenzene at relatively low per pass conversion using the adiabatic or isothermal cracking process. The concentration of ethylbenzene hydroperoxide used in the reaction is not critical but will generally be from about one percent to about 20 weight percent of the reaction system preferably from about five percent to about 20 percent of the reaction mixture. A method of converting ethylbenzene to styrene at high selectivity in accordance with claim 2 in which the tetraalkylammonium hydroxide is between about 0.1 and 5 weight percent of the total solution. An identical blank test was run except that no ethylbenzene hydroperoxide and no catalyst were used. The liquid-phase EBOne process uses a fixed-bed zeolite catalyst system and represents … A method of converting ethylbenzene to styrene at high selectivity in accordance with claim 2 in which the said elevated pressure is between about 10 and about 150 psig. The oxidation of ethylbenzene to produce ethylbenzene hydroperoxide was carried out in a 300 ml. of ten percent aqueous tetraethylammonium hydroxide was placed in a 300 ml. The flask and contents were cooled to 0° C. in a sodium chloride ice bath. The polar solvent can be an aliphatic or aromatic alcohol having from one to about ten carbon atoms, an aliphatic or aromatic ketone having from three to about ten carbon atoms, an aliphatic or alicyclic ether having from two to about ten carbon atoms, a glycol having from two to about ten carbon atoms, a N,N-dialkyl amide having from three to about ten carbon atoms, an aliphatic or aromatic sulfoxide having from two to about fourteen carbons, an aliphatic or aromatic sulfone having from two to about fourteen carbon atoms, and the like.
of t-butanol, 5 ml. The concentration of ethylbenzene hydroperoxide in this solution can suitably be between about five and about 40 weight percent but it is preferred that it comprise between about ten and about 25 percent of the oxidized solution. Chemical Engineering and Processing: Process Intensification. 6. The gas-liquid chromatograph analysis disclosed 78.89 percent ethylbenzene, 12.78 percent acetophenone, 5.58 percent 1-phenylethanol and 2.78 percent other products comprising primarily t-butanol from the decomposition of the isobutane hydroperoxide initiator. Analysis of the product mixture showed a conversion of 13.7 percent and a concentration of 11.4 percent ethylbenzene hydroperoxide, 8.2 percent acetophenone and 6.0 percent 1-phenylethanol. Oxidation of isobutane over supported noble metal catalysts in a palladium membrane reactor. The reaction was allowed to proceed for about 15 hours. The reaction can also be carried out in a semicontinuous manner by metering the reaction components into the first of one or more tank reactors in series. Modeling and sensitivity analysis of styrene monomer production process and investigation of catalyst behavior. Optimal design of an autothermal membrane reactor coupling the dehydrogenation of ethylbenzene to styrene with the hydrogenation of nitrobenzene to aniline. This represents better than 98 percent selectivity and yield. Evaluation of the Parameters and Conditions of Process in the Ethylbenzene Dehydrogenation with Application of Permselective Membranes to Enhance Styrene Yield.
of solution. The partial pressure of oxygen can be as high as about 200 psia. The conditions, components and proportions of Example 1 were repeated except that barium oxide was omitted from the reaction vessel. A CORP. OF DE. The sensitivity of this combined analysis was estimated to be about 0.5 weight percent of the total product. We have discovered that ethylbenzene can be converted to styrene at an overall selectivity of 85 percent or higher in a multistage process involving ethylbenzene hydroperoxide as an intermediate product, in which each step of the process operates at high selectivity. Enter your email address below and we will send you your username, If the address matches an existing account you will receive an email with instructions to retrieve your username, © 2020 American Institute of Chemical Engineers, Journal of Advanced Manufacturing and Processing, Environmental Progress & Sustainable Energy, I have read and accept the Wiley Online Library Terms and Conditions of Use. Ethylbenzene/Styrene Monomer The Lummus/UOP EBOne ethylbenzene and Lummus/UOP “Classic” styrene monomer technolo-gies have earned the reputation for being the most modern, efficient, and reliable processes for the production of intermediate ethylbenzene (EB) and styrene monomer (SM), respectively. Suitable hydrogenation catalysts include copper chromite, nickel or cobalt on kieselguhr, and the like, and the hydrogenation temperatures will generally range from about 150° to about 200° C. The resulting 1-phenylethanol can be added to the stream of 1-phenylethanol and acetophenone fed to the dehydration reactor. A process is described for the dehydrogenation of ethylbenzene lo styrene in a fluid - bed reactor-regenerator system, which uses a catalyst based on iron oxide supported on a modified alumina and promoted with further metal oxides. In the experiment 100 ml. Factors controlling the performance of catalytic dehydrogenation of ethylbenzene in palladium composite membrane reactors. The procedures, conditions and quantities of Example 3 were repeated except that unpurified 20 percent ethylbenzene hydroperoxide was used. Assignors: GULF RESEARCH AND DEVELOPMENT COMPANY, A CORP. OF DE. Significant improvement in yield and selectivity to ethylbenzene hydroperoxide can be effected with as little as 0.0005 weight percent barium oxide based on the ethylbenzene with at least 0.001 weight percent being preferred. Since in actual practice water, when present, only partially enters into the reaction, the product is a mixture of 1-phenylethanol and acetophenone with the 1-phenylethanol predominating on a molar basis. Non‐Isothermal Non‐Adiabatic Dehydrogenation of Cyclohexane in Catalytic Membrane Reactors. ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:GULF RESEARCH AND DEVELOPMENT COMPANY, A CORP. OF DE.;REEL/FRAME:004610/0801.
International Journal of Hydrogen Energy. and the reaction was allowed to proceed for six hours at 0° C. and at 150 psi. The present process provides a method for the efficient production of styrene from ethylbenzene at significantly lower capital requirements and reduced operating costs.
Also included in the term osmium tetroxide as used herein including the claims are osmium compounds which are converted to osmium tetroxide by ethylbenzene hydroperoxide including potassium osmate, sodium osmate, lithium osmate, and the like. per minute and a pressure of 140 psi. After reaching temperature, 113 g. of 20 percent (160 mmols) ethylbenzene hydroperoxide and 10 ml. 7.
hydroperoxides the carbon atom being acyclic, Compounds containing six-membered aromatic rings, Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts, Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals, Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic, Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts substituted by unsaturated carbon radicals monocyclic the hydrocarbon substituent containing a carbon-to-carbon double bond, Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring, Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group, Separation; Purification; Stabilisation; Use of additives, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in compounds containing six-membered aromatic rings, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition, Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides.