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Preparation of 2,6-xylenol and catalyst composition useful therefor

Assignee: ConocoPhillips Co
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Filing: 1979-06-04
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Granted: 1980-10-07
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Expires: 1999-06-04
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Abstract

Abstract A process for preparing 2,6-xylenol in high selectivity and a catalyst composition useful therein are disclosed. The process comprises reacting phenol, o-cresol or mixtures thereof with methanol in presence of water, hydrogen and a catalyst consisting essentially of Fe 2 O 3 , SnO 2 , Cr 2 O 3 , and K 2 O.

Inventors

  • 👤 Bruce E. Leach

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 18:15
CPC Classifications
B; B01; B01J; B01J23/00; B01J23/70; B01J23/76; B01J23/84; B01J23/85; B01J23/86; B01J23/862; C; C07; C07C; C07C37/00; C07C37/11; C07C37/16; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/52

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 209 words
A process for preparing 2,6-xylenol in high selectivity wherein the process comprises reacting phenol, o-cresol or mixtures thereof with methanol in the presence of water using a catalyst consisting essentially of the following materials in percent by weight: Fe 2 O 3 --about 90 to about 97; SnO 2 --about 0.5 to about 5; Cr 2 O 3 --about 0.5 to about 5; K 2 O--about 0.01 to about 1, said process being characterized further in that: (a) prior to use the catalyst has been treated with hydrogen at a temperature of 300° to 500° C. at a flow rate of 2 to 6 volumes of hydrogen per minute per volume of reactor for 2 to 12 hours; (b) there is present about 1 to 10 moles of methanol per mole of phenol and/or o-cresol; (c) the amount of water is about 5 to about 15 weight percent, based on the total amount of phenol, o-cresol and methanol; (d) the amount of catalyst expressed as LHSV is about 0.1 to about 5; (e) the temperature is in the range of about 380° to about 420° C.; (f) the pressure is from atmospheric to 1,000 psig; and (g) the product mixture contains at least 99 weight percent o-cresol and 2,6-xylenol.
Claim 2
Dependent Claim 209 words
A process for preparing 2,6-xylenol in high selectivity wherein the process comprises reacting phenol, o-cresol or mixtures thereof with methanol in the presence of water using a catalyst consisting essentially of the following materials in percent by weight: Fe 2 O 3 --about 90 to about 97; SnO 2 --about 0.5 to about 5; Cr 2 O 3 --about 0.5 to about 5; K 2 O--about 0.01 to about 1, said process being characterized further in that: (a) prior to use the catalyst has been treated with hydrogen at a temperature of 300° to 500° C. at a flow rate of 2 to 6 volumes of hydrogen per minute per volume of reactor for 2 to 12 hours; (b) there is present about 1 to 10 moles of methanol per mole of phenol and/or o-cresol; (c) the amount of water is about 5 to about 15 weight percent, based on the total amount of phenol, o-cresol and methanol; (d) the amount of catalyst expressed as LHSV is about 0.1 to about 5; (e) the temperature is in the range of about 380° to about 420° C.; (f) the pressure is from atmospheric to 1,000 psig; and (g) the product mixture contains at least 99 weight percent o-cresol and 2,6-xylenol.
Claim 3
Dependent Claim 87 words
The process of claim 1 characterized further in that: (a) there is present about 1 to 10 moles of methanol per mole of phenol and/or o-cresol; (b) the amount of water is about 5 to about 15 weight percent, based on the total amount of phenol, o-cresol and methanol; (c) the amount of catalyst expressed as LHSV is about 0.1 to about 5; (d) the temperature is in the range of about 380° to about 420° C., and (e) the pressure is from atmospheric to 1,000 psig.
Claim 4
Dependent Claim 89 words
The process of claim 2 characterized further in that: (a) there is present about 3 to about 5 moles of methanol per mole of phenol and/or o-cresol; (b) the amount of water is about 8 to about 12 weight percent based on the total amount of phenol, o-cresol and methanol; (c) the amount of catalyst expressed as LHSV is about 0.2 to about 3 ; (d) the temperature is in the range of about 400° to about 415° C., and (e) the pressure is from atmospheric to 200 psig.
Claim 5
Dependent Claim 50 words
The process of claim 2 wherein the catalyst consists essentially of the following materials in percent by weight: Fe 2 O 3 --about 93 to about 96; SnO 2 --about 1 to about 3; Cr 2 O 3 --about 1 to about 3; K 2 O--about 0.02 to about 0.5.
Claim 6
Dependent Claim 50 words
The process of claim 3 wherein the catalyst consists essentially of the following materials in percent by weight: Fe 2 O 3 --about 93 to about 96; SnO 2 --about 1 to about 3; Cr 2 O 3 --about 1 to about 3; K 2 O--about 0.02 to about 0.5.
Claim 7
Dependent Claim 45 words
The process of claims 4 or 5 wherein the catalyst prior to use is treated with hydrogen at a temperature of 300° to 500° C. and a flow rate of 2 to 6 volumes per minute per volume of reactor for 2 for 12 hours.
Claim 8
Dependent Claim 117 words
The process of claim 1 wherein a mixture of, in parts by weight, 1 part of phenol and 1 part of o-cresol is reacted with 2 parts of methanol in the presence of 0.2 part of water, based on said phenol, o-cresol and methanol, at a temperature of 400°-410° C. in the presence of a catalyst containing, in weight percent, Fe 2 O 3 --94.8; SnO 2 --3; Cr 2 O 3 --2; K 2 O--0.2, said catalyst having been treated with hydrogen gas at 370° C. at a rate of 200 cc/min for 4 hours, said process being characterized further in that the amount of catalyst is about 0.5 volume per volume of liquid per hour.

References Cited (Backward Citations)

US3716589A Cited
US3790641A Cited
JPS4718739U Cited
NL7407856A Cited
US3953529A Cited
JPS5049236A Cited
US3919333A Cited
JPS5112610A Cited
NL7512390A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-10-07 1984-04-07 1984-10-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-10-07 1988-04-07 1988-10-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-10-07 1992-04-07 1992-10-07 $7700.00 Window Closed / Lapsed

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