US 6,388,156 B1 · Direct selective synthesis of para-xylene by reacting an aromatic compound with a methylating agent formed from CO, Co2 and H2

Abstract

It has been discovered that para-xylene (PX) can be synthesized with improved selectivity by reacting an aromatic compound such as toluene and/or benzene with a reactant(s) such as a combination of hydrogen and carbon monoxide and/or carbon dioxide and/or methanol or methylating agents produced therefrom. Catalytic reaction systems are employed, such as crystalline or amorphous aluminosilicates having one-dimensional channel structure, para-alkyl selectivated crystalline or amorphous aluminosilicates, para-alkyl selectivated substituted aluminosilicates, crystalline or amorphous substituted silicates having one-dimensional channel structure, para-alkyl selectivated substituted silicates, crystalline or amorphous aluminophosphates, para-alkyl selectivated crystalline or amorphous aluminophosphates, para-alkyl selectivated zeolite-bound zeolite and para-alkyl selectivated substituted aluminophosphates, and mixtures thereof. The catalytic reaction systems may be selectivated with organometallic compounds, compounds of elements selected from Groups 1 through 16, coke, and mixtures thereof. Using this process, catalyst stability and life is improved.

Claims49

Dependent claims

A method for forming para-xylene (PX) comprising simultaneously forming a methylating agent from a combination selected from the group consisting of:

CO and H2,
CO2 and H2, and
CO, CO2 and H2;
and
reacting a feed including an aromatic compound selected from the group consisting of toluene, benzene and mixtures thereof with the methylating agent in the presence of a catalytic reaction system which converts at least 10% of the aromatic compound to a mixture of xylenes, where PX comprises at least 48% of the mixture of xylenes, and where the catalytic reaction system comprises:
a first component selected from the group consisting of metals and metal oxides, where the metal element is selected from the group consisting of the Groups 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, and 16 of the Periodic Table of Elements (new IUPAC notation);
and
a second component selected from the group consisting of crystalline or amorphous aluminosilicates having one-dimensional channel structure, para-alkyl selectivated amorphous aluminosilicates, para-alkyl selectivated substituted aluminosilicates, crystalline or amorphous substituted silicates having one-dimensional channel structure, para-alkyl selectivated substituted silicates, crystalline or amorphous aluminophosphates, para-alkyl selectivated crystalline or amorphous aluminophosphates, para-alkyl selectivated zeolite-bound zeolites, para-alkyl selectivated substituted aluminophosphates, and mixtures thereof.

5 more elements

A method for forming para-xylene (PX) comprising:

providing a catalytic reaction system comprising:
a first component selected from the group consisting of metals and metal oxides, where the metal element is selected from the group consisting of the Groups 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, and 16 of the Periodic Table of Elements;
and
a second component selected from the group consisting of crystalline or amorphous aluminosilicates having one-dimensional channel structure, para-alkyl selectivated amorphous aluminosilicates, para-alkyl selectivated substituted aluminosilicates, crystalline or amorphous substituted silicates having one-dimensional channel structure, para-alkyl selectivated substituted silicates, crystalline or amorphous aluminophosphates, para-alkyl selectivated crystalline or amorphous aluminophosphates, para-alkyl selectivated zeolite-bound zeolites, para-alkyl selectivated substituted aluminophosphates, and mixtures thereof;
simultaneously
forming a methylating agent from a combination selected from the group consisting of:
CO and H2,
CO2 and H2, and
CO, CO2 and H2;
and
reacting an aromatic compound selected from the group consisting of toluene, benzene and mixtures thereof with the methylating agent in the presence of the catalytic reaction system to produce a xylene fraction having a PX concentration;
and
recovering PX where greater than 15% of the aromatic compound is converted to a xylene fraction and where the PX concentration recovered in the xylene fraction is greater than 48%.

10 more elements

A method for forming para-xylene (PX) comprising simultaneously forming a methylating agent from a combination selected from the group consisting of:

CO and H2,
CO2 and H2, and
CO, CO2 and H2;
and
reacting a feed including an aromatic compound selected from the group consisting of toluene, benzene and mixtures thereof with the methylating agent in the presence of a catalytic reaction system which converts at least 10% of the aromatic compound to a mixture of xylenes, where PX comprises at least 48% of the mixture of xylenes, and where the catalytic reaction system comprises:
a first component selected from the group consisting of metals and metal oxides, where the metal element is selected from the group consisting of the Groups 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, and 16 of the Periodic Table of Elements (new IUPAC notation);
and
a second component selected from the group consisting of crystalline or amorphous aluminosilicates having one-dimensional channel structure, para-alkyl selectivated amorphous aluminosilicates, para-alkyl selectivated substituted aluminosilicates, crystalline or amorphous substituted silicates having one-dimensional channel structure, para-alkyl selectivated substituted silicates, crystalline or amorphous aluminophosphates, para-alkyl selectivated crystalline or amorphous aluminophosphates, para-alkyl selectivated zeolite-bound zeolites, para-alkyl selectivated substituted aluminophosphates, and mixtures thereof.

5 more elements

Dependencies are inferred from the claim text.

Direct selective synthesis of para-xylene by reacting an aromatic compound with a methylating agent formed from CO, Co2 and H2

Life of this patent

Direct selective synthesis of para-xylene by reacting an aromatic compound with a methylating agent formed from CO, Co2 and H2

Life of this patent

Abstract

Claims49