IP Library › Granted Patent US 10,023,515
Granted Patent B2
US 10,023,515 · App. 15/591,296 · Granted Jul 17, 2018

Method for preparing cyclohexanone by hydrogenating phenol

Inventors: Chien-Hsien Li (Taipei, TW); Hung-Lung Chen (Taipei, TW); Ming-Syun Yang (Taipei, TW)
Assignee: China Petrochemical Development Corporation
C07C45/006B01J19/24B01J2219/24
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Quick Facts
Patent No.
US 10,023,515
App. No.
15/591,296
Granted
Jul 17, 2018
Kind
B2
Abstract

A method of preparing cyclohexanone by hydrogenating phenol is provided. The method includes a step of introducing an additional flammable gas to dilute hydrogen gas concentration, so as to increase the throughput and decrease energy consumption. Further, the discharged residual gases from the hydrogenation of phenol have a calorific value. Also provided is a system for generating cyclohexanone by hydrogenating phenol.

Claims (20)

1. A method for preparing cyclohexanone, comprising hydrogenating phenol in the presence of hydrogen gas, a flammable gas for dilution and a catalyst comprising at least one Group 10 metal, wherein the flammable gas is a nature gas.

2. The method according to claim 1 , wherein the hydrogen gas is at a concentration of from 30 mole % to 80 mole %, based on a total amount of gases, during the hydrogenating.

3. The method according to claim 1 , wherein the hydrogenation of phenol is performed under a pressure of from 0 psig to 22 psig.

4. The method according to claim 1 , wherein the hydrogenation of phenol is performed at a temperature of from 150° C. to 200° C.

5. The method according to claim 1 , wherein the hydrogenation of phenol is performed at a molar ratio of the hydrogen gas to the phenol of from 3 to 8.

6. The method according to claim 1 , wherein the Group 10 metal is palladium.

7. The method according to claim 1 , wherein the catalyst comprises 0.5 wt % to 1.0 wt % of the Group 10 metal.

8. A system, comprising:

a reactor configured to generate cyclohexanone and residual gases by hydrogenating phenol with hydrogen gas, wherein the reactor comprises a flammable gas for dilution;

a separator connected to the reactor and configured to receive and separate the cyclohexanone from the residual gases generated in the reactor;

a compressor connected to the separator and the reactor and configured to recycle at least a part of the residual gases separated from the separator back to the reactor to adjust a concentration of the hydrogen gas in the reactor; and

a burning furnace connected to the separator and configured to burn a part of the residual gases separated from the separator to generate thermal energy.

9. The system according to claim 8 , wherein the hydrogen gas is at a concentration in a range of from 30 mole % to 80 mole %, based on a total amount of gases, during the hydrogenating.

10. The system according to claim 8 , wherein the burning furnace generates steam as a heat source for the reactor by using the thermal energy to heat water.

11. The system according to claim 8 , wherein the flammable gas comprises one or more gases selected from the group consisting of C1 to C5 alkanes.

12. The system according to claim 8 , wherein the flammable gas comprises methane.

13. The system according to claim 8 , wherein the flammable gas is a natural gas.

14. The system according to claim 8 , further comprising filling the reactor with a catalyst comprising a Group 10 metal.

15. The system according to claim 14 , wherein the Group 10 metal is palladium.

16. The system according to claim 14 , wherein the catalyst comprises 0.5 wt % to 1.0 wt % of the Group 10 metal.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2017
From: LI, CHIEN-HSIEN; CHEN, HUNG-LUNG; YANG, MING-SYUN
To: CHINA PETROCHEMICAL DEVELOPMENT CORPORATION
Reel/Frame 042321/0474 →
Priority Claims (1)
TW 105129292 A · Sep 9, 2016 · national
Continuity (1)
Related Publication 20180072646A1 · Mar 15, 2018