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Process for producing cyclohexylbenzene

A cyclohexylbenzene and process technology, which is applied in the field of preparation of cyclohexylbenzene, can solve the problem of expensive recovery of feed materials, and achieve the effect of high selectivity and high yield

Inactive Publication Date: 2011-03-30
EXXONMOBIL CHEM PAT INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Furthermore, although cyclohexane can be converted back to benzene by dehydrogenation, this represents an expensive and bypass route to feed recovery

Method used

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  • Process for producing cyclohexylbenzene
  • Process for producing cyclohexylbenzene
  • Process for producing cyclohexylbenzene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] Embodiment 1: catalyst preparation

[0074] The catalyst was prepared by co-pelleting the Pd catalyst with the MCM-49 catalyst. The Pd catalyst was prepared by impregnating 5 grams of gamma alumina with palladium nitrate solution and then calcining the Pd impregnated alumina at 350°C in air for 3 hours. The Pd loading on alumina was 0.3 wt%. The MCM-49 catalyst was prepared by crushing an extrudate having 80 wt% MCM-49 and 20 wt% alumina to particles 0.042 cm (1 / 60") or finer. The Pd / Al 2 o 3 Catalyst with crushed MCM-49 / Al 2 o 3 Mixed in a 1 :3 weight ratio and then pelletized using a hand press at 138 MPag (20,000 psig) pressure to form co-pelletized catalyst. The catalyst was then sized for testing based on a mesh opening of 0.250mm-0.149mm (60-100 mesh).

Embodiment 2

[0075] Example 2: Hydroalkylation of Benzene

[0076] 8 grams of the catalyst prepared in Example 1 were loaded into a stainless steel fixed-bed microreactor. The reactor had a 1.27 cm (1 / 2 inch) internal diameter with a 0.32 cm (1 / 8 inch) thermowell in the center through the catalyst bed. The catalyst was pretreated with 100 cc / min hydrogen at 300 °C and 1 atm for 2 h. After cooling to 155°C in hydrogen, benzene was fed into the reactor via a syringe pump at 60 cc / hour for 1 hour while increasing the reactor pressure to 1034 kPag (150 psig). The benzene feed rate was then reduced to 0.52 WHSV and the hydrogen / benzene molar ratio was adjusted to 1.28. Liquid product was collected in a cold product trap and analyzed off-line. Catalyst performance was evaluated using different experimental conditions by varying four process variables. Table 2 shows these process variables and their ranges. CHB production was investigated using a total of 36 experimental conditions.

[00...

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Abstract

In a process for producing cyclohexylbenzene, benzene and hydrogen are contacted under hydroalkylation conditions with a catalyst system comprising a MCM-22 family molecular sieve and at least one hydrogenation metal. The conditions comprise a temperature of about 1400C to about 175 DEG C, a pressure of about 135 psig to about 175 psig (931 kPag to 1207 kPag), a hydrogen to benzene molar ratio of about 0.30 to about 0.65 and a weight hourly space velocity of benzene of about 0.26 to about 1.05 hr-l.

Description

[0001] Cross references to related patent applications [0002] This application claims priority to USSN 61 / 044,678, filed April 14, 2008, the disclosure of which is hereby incorporated by reference in its entirety. technical field [0003] The present invention relates to a process for preparing cyclohexylbenzene and optionally converting the resulting cyclohexylbenzene to phenol and cyclohexanone. Background technique [0004] Phenol is an important product in the chemical industry and is used, for example, in the preparation of phenolic resins, bisphenol A, ε-caprolactam, adipic acid and plasticizers. [0005] Currently, the most common route for the preparation of phenol is the Hock method. It is a three-step process in which the first step involves alkylation of benzene with propylene to produce cumene, subsequent oxidation of the cumene to the corresponding hydroperoxide, and then cleavage of the hydroperoxide To produce equimolar amounts of phenol and acetone. How...

Claims

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Application Information

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IPC IPC(8): C07C2/74C07C13/28
CPCC07C2521/06C07C2/74C07C37/07B01J35/0006B01J29/7088B01J21/04C07C2523/44C07C409/14B01J37/0009B01J29/7476C07C2529/74B01J23/44C07C2529/76C07C2521/04C07C45/53C07C2101/14C07C6/126B01J2229/42B01J29/7676C07C37/08C07C407/00Y02P20/52C07C2601/14B01J35/19C07C13/28C07C49/403C07C39/04
Inventor J·C·程T-J·陈P·高希
Owner EXXONMOBIL CHEM PAT INC
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