IP Library Patent Application 17789006
Patent Application
App. No. 17/789,006

PHENOL ALKYLATION CATALYST PRECURSOR AND CATALYST, AND METHOD OF ALKYLATING PHENOL

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Patent No.
US None
App. No.
17/789,006
Abstract

A catalyst precursor composition for forming a phenol alkylation catalyst, the composition comprising: 70 to 98 weight percent of abase oxide comprising: magnesium oxide with a Brunauer-Emmett-Teller surface area from 75 meter 2 /gram to 220 meter 2 /gram, preferably from 75 meter 2 /gram to 140 meter 2 /gram, more preferably from 90 meter 2 /gram to 130 meter 2 /gram; or magnesium carbonate with a Brunauer-Emmett-Teller surface area of from 100 meter 2 /gram to 220 meter 2 /gram, preferably from 120 meter 2 /gram to 200 meter 2 /gram; or a combination thereof; at least one metal promoter precursor comprising an iron precursor, a manganese, a vanadium precursor, or a copper precursor; and a pore former, a lubricant, a coke inhibitor; and optionally, a strength additive; and optionally a binder, and a method of alkylating phenol using a catalyst derived from the catalyst precursor.

Claims (50)

1 . A catalyst precursor composition for forming a phenol alkylation catalyst, the composition comprising:

70 to 98 weight percent of a base oxide comprising:

magnesium oxide with a Brunauer-Emmett-Teller surface area from 75 meter 2 /gram to 220 meter 2 /gram; or

magnesium carbonate with a Brunauer-Emmett-Teller surface area of from 100 meter 2 /gram to 220 meter 2 /gram;

at least one metal promoter precursor comprising:

an iron precursor in an amount effective to provide 0.05 to 3 weight percent of iron to the alkylation catalyst,

a manganese precursor in an amount effective to provide 0.05 to 1.5 weight percent of manganese to the alkylation catalyst,

a vanadium precursor in an amount effective to provide 0.05 to 1.5 weight percent of vanadium to the alkylation catalyst, or

a copper precursor in an amount effective to provide 0.05 to 1.5 weight percent of copper to the catalyst;

1 to 10 weight % of a pore former;

a lubricant;

a coke inhibitor;

0 to 1.5 weight percent of a strength additive; and

0 to 1.0 weight percent of a binder; wherein each weight percent is based on total weight of the composition excluding water.

2 . The catalyst precursor composition of claim 1 , wherein the catalyst precursor comprises less than 0.5 weight percent of the binder based on the total weight of the composition excluding water.

3 . The catalyst precursor composition of claim 1 , wherein the strength additive is present in an amount of less than 0.5 weight percent, based on the total weight of the composition excluding water.

4 . The catalyst precursor composition of claim 1 , wherein:

the iron precursor is iron(III) oxide;

the manganese precursor is manganese(IV) oxide or manganese(II) oxide;

the vanadium precursor is vanadium(V) oxide; and

the copper precursor is a copper(II) compound.

5 . The catalyst precursor composition of claim 1 , comprising at least two of the iron precursor, the manganese precursor, the vanadium precursor, and the copper precursor.

6 . The catalyst precursor composition of claim 1 , wherein the metal promoter comprises one of the following;

the iron precursor and the manganese precursor thereof;

the iron precursor and the copper precursor thereof;

the iron precursor; or

the copper precursor;

each of which optionally further comprises from 0.05 to 0.25 weight percent of the vanadium precursor, based on the total weight of the composition excluding water.

7 . The catalyst precursor composition of claim 1 , wherein the coke inhibitor is present in an amount from 1 to 1000 ppm by weight, based on the total weight of the composition excluding water.

8 . The catalyst precursor composition of claim 7 , wherein the coke inhibitor comprises:

a sulfur compound that is dimethyl disulfide, ethylmercaptane, dimethyl sulfide, carbon disulfide, benzothiophene, thiophene, or a combination thereof;

a phosphorous compound that is triphenylphosphine oxide, triphenylphosphine sulfide, benzyl diethyl phosphite, triphenyl phosphite; or a combination thereof;

an alkali metal compound that is potassium carbonate, potassium oxide, sodium carbonate, sodium oxide, sodium sulphate, lithium carbonate, lithium oxide, cesium carbonate, cesium oxide, rubidium carbonate, rubidium oxide, or a combination thereof;

or a combination thereof.

9 . A catalyst precursor prepared from at least one of the catalyst precursor compositions of claim 1 .

10 . A phenol alkylation catalyst prepared by a method, the method comprising:

exposing the catalyst precursor of claim 9 to an inert gas flow, having a weight hourly space velocity of 0.05 to 0.8 hour −1 , wherein the inert gas flow has a temperature of 350 to 550° C. and is conducted for a time of 5 to 30 hours, and wherein the temperature of the inert gas flow is increased to the temperature of 350 to 550° C. at a rate of 0.5 to 5° C./minute.

11 . A method of alkylating phenol, the method comprising

exposing the catalyst precursor within the flow reactor in accordance with the method of claim 10 to form the phenol alkylation catalyst; and

reacting a liquid feed comprising phenol, a C 1 -C 6 alkanol, and water in the presence of the phenol alkylation catalyst.

12 . The method claim 11 , wherein the C 1 -C 6 alkanol comprises methanol, and the flow reactor includes at least a first reaction zone and a second reaction zone, wherein the first and the second reaction zones are at a temperature range from 390° C. to 500° C., and the first zone temperature is higher than the second zone temperature, and

wherein the ortho-selectivity of methylation of phenol to 2,6-dimethyl phenol and 2-methylphenol is greater than 96% at 120 hours.

13 . The method of claim 11 , wherein the selectivity to 2,4,6-trimethyl phenol is less than 2.5% at 120 hours, and the phenol consumption at 120 hours is less than 0.4 kilograms of phenol per 0.5 kilograms of 2,6-dimethyl phenol produced.

14 . The catalyst precursor composition of claim 1 , wherein the catalyst precursor comprises less than 0.1 weight percent of the binder, based on the total weight of the composition excluding water.

15 . The catalyst precursor composition of claim 1 , wherein the catalyst precursor comprises less than 0.01 weight percent of the binder, based on the total weight of the composition excluding water.

16 . The catalyst precursor composition of claim 1 , wherein the strength additive is present in an amount of less than 0.1 weight percent based on the total weight of the composition excluding water.

17 . The catalyst precursor composition of claim 1 , wherein the strength additive is present in an amount of less than 0.01 weight percent based on the total weight of the composition excluding water.

18 . The catalyst precursor composition of claim 1 comprising at least two of the iron precursor, the manganese precursor, and the copper precursor.

19 . The catalyst precursor composition of claim 1 , wherein the coke inhibitor is present from 50 to 800 ppm by weight, based on the total weight of the composition excluding water.

20 . The catalyst precursor composition of claim 1 , wherein the coke inhibitor is present 80 to 400 ppm by weight, based on the total weight of the composition excluding water.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2023
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 064821/0525 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2022
From: LENZ, DOUGLAS HENRY; D'SOUZA, LAWRENCE; KENCHAIAH, LOHITH; MALLIKA, SALKOD PARAMESHWAR; AL-SABBAN, BEDOUR
To: SABIC GLOBAL TECHNOLOGIES
Reel/Frame 060309/0755 →