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Process for producing phenol

A technology of phenol and hexylbenzene, which is applied in the field of phenol preparation, and can solve the problems of cyclohexylbenzene hydroperoxide not expected to be decomposed, not too serious, and non-existent

Inactive Publication Date: 2016-07-06
EXXONMOBIL CHEM PAT INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0011] In the case of cyclohexylbenzene oxidation, there is another disadvantage of concentrating cyclohexylbenzene hydroperoxide
Due to the very high boiling point of cyclohexylbenzene, high vacuum and high temperature are required to remove cyclohexylbenzene and concentrate cyclohexylbenzene hydroperoxide, which may lead to undesired decomposition of cyclohexylbenzene hydroperoxide
[0012] Additionally, the use of sec-butylbenzene and / or cyclohexylbenzene as alkylbenzene precursors for the production of phenol carries certain problems that are not present or are less severe in cumene-based processes

Method used

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[0042] A process for the preparation of phenol or substituted phenols and co-products is disclosed comprising the steps of: (i) combining a first stream comprising an alkylaromatic compound with a second stream comprising an oxygen-containing gas in a first reactor contacting in the presence of a first catalyst comprising a cyclic imide under conditions that convert at least a portion of said alkylaromatic compound to an alkylaromatic hydroperoxide, (ii) produces a compound comprising said cyclic imide An effluent stream of amine and said alkylaromatic hydroperoxide, wherein said effluent stream has an alkylaromatic hydroperoxide concentration of 10-40 wt% (weight %); and (iii) in the second The effluent stream is contacted with a second catalyst in the reactor to convert the alkylaromatic hydroperoxide to a product stream comprising phenol and the co-product.

[0043] Preferably, the disclosed processes are continuous processes; however, batch processes are also contemplated....

Embodiment approach

[0115] 1. A method for the continuous preparation of phenol or substituted phenol and co-products, the method comprising the steps of:

[0116] (a) combining a first stream comprising an alkylaromatic compound with a second stream comprising an oxygen-containing gas in the presence of a first catalyst comprising a cyclic imide in a first reactor in which the alkyl Contacting under conditions under which at least a portion of the aromatic compound is converted into an alkylaromatic hydroperoxide,

[0117] Wherein the alkylaromatic compound has the following general formula (II):

[0118]

[0119] where R 1 and R 2 each independently represents an alkyl group having 1 to 4 carbon atoms, with the proviso that R 1 and R 2 can be joined to form a cyclic group having 4-10 carbon atoms, which is optionally substituted, R 3 represents hydrogen, one or more alkyl groups or cyclohexyl groups having 1 to 4 carbon atoms,

[0120] Wherein said cyclic imide has the following general ...

Embodiment 1

[0156] Example 1: Oxidation of Cumene Using N-Hydroxyphthalimide (NHPI)

[0157] 150 g of cumene from TCIA America and 0.16 g of NHPI from TCI were weighed into a Parr reactor equipped with stirrer, thermocouple, gas inlet, sampling port and condenser with DeanStark trap for water removal . The reactor contents were stirred at 1000 rpm and sparged with nitrogen for 5 minutes at a flow rate of 250 cc / min. The reactor was then heated to 115°C while maintained under nitrogen sparging. When the reaction temperature was reached, the gas was switched from nitrogen to air and the reactor was bubbled with air at 250 cc / min for 4 hours. Samples were taken hourly and analyzed by gas chromatography (GC). After 4 hours, switch the gas back to nitrogen and turn off the heat.

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Abstract

Disclosed is a process for producing phenol or a substituted phenol and a co-product comprising the steps of (i) contacting a first stream comprising an alkylaromatic compound with a second stream comprising an oxygen-containing gas in the presence of a first catalyst comprising a cyclic imide under conditions to convert at least a portion of said alkylaromatic compound to an alkylaromatic hydroperoxide, (ii) producing an effluent stream comprising said cyclic imide, said alkylaromatic hydroperoxide, and said alkylaromatic compound wherein said effluent stream has an alkylaromatic hydroperoxide concentration of from 10 to 40 wt%; and (iii) contacting in a second reactor at least a portion of said effluent stream with a second catalyst to convert said alkylaromatic hydroperoxide to a product stream comprising phenol and said co-product.

Description

[0001] This application is a divisional application of the Chinese patent application with the application number 201080008921.2, the application date is January 25, 2010, and the invention title is "Preparation Method of Phenol". [0002] Cross References to Related Applications [0003] This application claims the benefit of prior US Provisional Application Serial No. 61 / 155,746, filed February 26, 2009, which is incorporated herein by reference in its entirety. technical field [0004] The present invention relates to a process for the preparation of phenol or substituted phenols and co-products. Background technique [0005] Phenol is an important product in the chemical industry. For example, phenol is used in the preparation of phenolic resins, bisphenol A, ε-caprolactam, adipic acid, alkylphenols and plasticizers. [0006] Currently, the most common route for phenol production is the Hock process. It is a three-step process in which the first step involves the alky...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C27/00C07C45/53C07C49/403C07C37/08C07C39/04
CPCC07C37/08C07C45/53C07C407/00C07C49/403C07C39/04C07C409/14C07C409/08C07C409/10C07C2601/08C07C2601/14C07C49/10C07C49/395C07C49/08C07C37/82
Inventor 王坤F·M·贝尼特斯J·R·莱特纳J·M·达卡E·J·莫泽勒斯奇S·祖施玛
Owner EXXONMOBIL CHEM PAT INC
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