Chemistry of hydrocarbon compounds – Compound or reaction product mixture – Aromatic
Patent
1990-04-24
1992-12-15
Myers, Helane
Chemistry of hydrocarbon compounds
Compound or reaction product mixture
Aromatic
585 63, H01B 322, C07C 1512
Patent
active
051719061
DESCRIPTION:
BRIEF SUMMARY
DESCRIPTION
1. Technical Field
This invention relates to a process for treating heavy by-product oil in a state to decrease the lowering in the treatment efficiency, which by-product oil is produced in the process to prepare ethylbenzene and ethyltoluene.
2. Background Art
The heavy by-product oil obtained in the preparation of ethylbenzene and ethyltoluene contains diphenylethanes and the like and several uses of the by-product oil have been hitherto proposed.
Most of conventional proposals, however, relates to the uses of the by-product oils themselves as electrical insulating oils or solvents. Any proposal to use treated by-product oil is scarcely known.
One of the reason for the above fact is that, for example, when the above-mentioned heavy by-product oil is treated with a catalyst of crystalline synthetic zeolite, the treatment cannot be worked practically because the lowering of treatment efficiency of catalyst is severe.
Furthermore, the by-product oil is sometimes subjected to refining treatment with active clay when it is used as a solvent, in which the treatment can be generally carried out without any trouble.
In order to solve the above problems, the inventors of the present application have carried out extensive investigation. As a result, present invention has been accomplished.
DISCLOSURE OF INVENTION
The present invention relates to a process for treating a raw material containing heavy by-product oil as a material to be treated without lowering the treatment efficiency, which by-product oil is obtained in the process to prepare alkylbenzene or alkyltoluene by alkylating benzene or toluene with an alkylating agent in the presence of an alkylation catalyst. The treating method is characterized in that the material to be treated containing 2% by weight or less of methylnaphthalene is treated at a treating temperature of 320.degree. C. or below in the presence of a catalyst of crystalline synthetic zeolite which is 20 or higher in the value of SiO.sub.2 /Al.sub.2 O.sub.3 (molar ratio) and the inlets of main pores (cavity openings) of which are composed of ten-membered oxygen rings.
In the following, the present invention is described in more detail.
The material to be treated in the present invention is heavy by-product oil which is obtained as a by-product in the process to prepare alkylbenzene or alkyltoluene by alkylating benzene or toluene with an alkylating agent in the presence of an alkylation catalyst.
The preparation process for alkylbenzene or alkyltoluene is exemplified by a process to alkylate benzene or toluene in the presence of an acid catalyst such as aluminum chloride, phosphoric acid or synthetic zeolite to obtain ethylbenzene or ethyltoluene. These ethylbenzene and ethyltoluene are dehydrogenated to obtain styrene or methylstyrene which are used as polymer materials and for other various purposes in a large quantity in industries.
In the above alkylation process, a crude alkylation product containing unreacted benzene, unreacted toluene, ethylbenzene, ethyltoluene, polyethylbenzene, polyethyltoluene and heavy components, is produced. From this crude alkylation product, low boiling components such as unreacted benzene, unreacted toluene, ethylbenzene, ethyltoluene, polyethylbenzene and polyethyltoluene are distilled off.
The heavy by-product oil used in the present invention is obtained by distilling again the residue in the above distillation or by distilling simultaneously with the above distillation to remove the low boiling components. Preferable heavy by-product oil is the one which contains main components in the boiling range of 240.degree. C. to 350.degree. C. (hereinafter as atmospheric pressure unless otherwise indicated) and more preferably in the range of 245.degree. C. to 350.degree. C.
The heavy by-product oil obtained in the above alkylation process generally contains inevitably more or less methylnaphthalene and it also contains other various compounds because it is a by-product oil. Even though the quantity of methylnaphthalene can be varied by selecting
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Dohi Hideyuki
Endo Keiji
Kawakami Shigenobu
Sato Atsushi
Myers Helane
Nippon Petrochemicals Company Limited
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