Liquid-phase alkylation and transalkylation process
AssigneeUnion Oil Company of California
InventorsTexas V. Inwood, Carlyle G. Wight, John W. Ward
Life of this patent
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Abstract
A process for alkylating aromatic hydrocarbons with C.sub.2 to C.sub.4 olefins and for transalkylating alkyl or poly-alkylaromatic compounds with an aromatic hydrocarbon. A major portion of the aromatic hydrocarbon is recycled to the alkylation zone while the remainder thereof and poly-alkylaromatic hydrocarbons are subjected to transalkylation in a separate transalkylation zone. Mono-alkylaromatics produced in the alkylation zone are separated from the other reaction products prior to transalkylation.
Claims39
A process for the production of alkylated aromatic hydrocarbons which comprises:
- (A) contacting at least a mole-excess of an aromatic hydrocarbon and a C.sub.2 to C.sub.4 olefin under reaction conditions including the presence of a liquid phase in an alkylation reaction zone with an alkylation catalyst comprising a composite of a steam-stabilized hydrogen Y aluminosilicate zeolite and a mineral oxide binder, said steam-stabilized hydrogen Y aluminosilicate zeolite containing less than 0.7 weight percent of Na.sub.2 O and having a unit cell size from 24.00 .ANG. to about 24.64 .ANG.;
- (B) separating the product from step (A) into fractions comprising (1) an aromatic hydrocarbon fraction, (2) a substantially pure mono-alkylaromatic fraction, and (3) a poly alkylaromatic hydrocarbon fraction;
- (C) recovering the mono-alkylaromatic fraction;
- (D) recycling a portion of the aromatic hydrocarbon in step (B) to the alkylation reaction zone;
- and
- (E) subjecting a portion of the aromatic hydrocarbon fraction and the polyalkylaromatic hydrocarbon fraction to transalkylation in a transalkylation zone under reaction conditions including the presence of a liquid phase in contact with a transalkylation catalyst comprising the composite defined in step (A), wherein the transalkylation catalyst comprises a smaller amount by weight than the alkylation catalyst.
A process for producing isopropylbenzene which comprises:
- (A) contacting at least a mole-excess of benzene with propylene under reaction conditions including the presence of a liquid phase in an alkylation reaction zone with an alkylation catalyst comprising a composite of a steam-stabilized hydrogen Y aluminosilicate zeolite and a mineral oxide binder, said steam-stabilized hydrogen Y aluminosilicate zeolite containing less than 0.7 weight percent of Na.sub.2 O and having a unit cell size from 24.00 .ANG. to about 24.64 .ANG.;
- (B) separating the product from step (A) into fractions comprising (1) a benzene fraction, (2) a substantially pure isopropylbenzene fraction, and (3) a poly-isopropylbenzene fraction;
- (C) recovering the isopropylbenzene fraction;
- (D) recycling a portion of the benzene in step (B) to the alkylation zone;
- and
- (E) recycling a portion of the benzene and polyisopropylbenzene to transalkylation in a transalkylation zone under reaction conditions including the presence of a liquid phase in contact with a transalkylation catalyst comprising the composite defined in step (A), wherein the transalkylation catalyst comprises from about 25 to about 90 weight percent less than the alkylation catalyst.
A process for producing ethylbenzene which comprises:
- (A) contacting at least a mole-excess of benzene and ethylene at a molar ratio of from about 4:1 to about 25:1, in an alkylation zone with an alkylation catalyst comprising a composite of a steam-stabilized hydrogen Y aluminosilicate zeolite admixed with an aluminum oxide binder in a molar ratio of from about 70:30 to about 90:10, under reaction conditions comprising a temperature of from about 300.degree. F. to about 500.degree. F., at a pressure of from about 150 p.s.i.g. to about 700 p.s.i.g., a weight hourly space velocity of from about 1 to about 50 pounds of benzene and ethylene per pound of catalyst per hour, said reaction conditions including the presence of a liquid phase and said steam-stabilized hydrogen Y aluminosilicate zeolite containing less than 0.7 weight percent of Na.sub.2 O and having a unit cell size from about 20.00 .ANG. to about 24.64 .ANG.;
- (B) separating the product from step (A) into fractions comprising (1) a benzene fraction, (2) a substantially pure ethylbenzene fraction, and (3) a poly-ethylbenzene fraction;
- (C) recovering the ethylbenzene fraction;
- (D) recycling a portion of the benzene in step (B) to the alkylation zone, and
- (E) subjecting a portion of benzene and the poly-ethylbenzene to transalkylation in a transalkylation zone under reaction conditions including the presence of a liquid phase in contact with a transalkylation catalyst comprising the composite defined in step (A);
- wherein the transalkylation catalyst comprises from about 25 to about 90 weight percent less than the alkylation catalyst.
A process for producing isopropylbenzene which comprises:
- (A) contacting at least a mole-excess of benzene and propylene at a molar ratio of from about 4:1 to about 25:1, in an alkylation zone with an alkylation catalyst comprising a composite of a steam-stabilized hydrogen Y aluminosilicate zeolite admixed with an aluminum oxide binder in a molar ratio of from about 70:30 to about 90:10, under reaction conditions comprising a temperature of from about 300.degree. F. to about 500.degree. F., at a pressure of from about 150 p.s.i.g. to about 700 p.s.i.g., a weight hourly space velocity of from about 1 to about 50 pounds of benzene and ethylene per pound of catalyst per hour, said reaction conditions including the presence of a liquid phase, and said steam-stabilized hydrogen Y aluminosilicate zeolite containing less than 0.7 weight percent of Na.sub.2 O and having a unit cell size from about 24.00 .ANG. to about 24.64 .ANG.;
- (B) separating the product from step (A) into fractions comprising (1) a benzene fraction, (2) a substantially pure isopropylbenzene fraction, and (3) a poly isopropylbenzene fraction;
- (C) recovering the isopropylbenzene fraction;
- (D) recycling a portion of the benzene in step (B) to the alkylation zone;
- and
- (E) subjecting a portion of benzene and the poly isopropylbenzene to transalkylation in a transalkylation zone under reaction conditions, including the presence of a liquid phase, in contact with a transalkylation catalyst comprising the composite defined in step (A), wherein the transalkylation catalyst comprises from about 25 to about 90 weight percent less than the alkylation catalyst.
A process for the production of alkylated aromatic hydrocarbons which comprises:
- (A) contacting at least a mole-excess of an aromatic hydrocarbon and a C.sub.2 to C.sub.4 olefin under reaction conditions, including the presence of a liquid phase, in an alkylation reaction zone with an alkylation catalyst comprising a composite of a steam-stabilized hydrogen Y aluminosilicate zeolite and a mineral oxide binder, said steam-stabilized hydrogen Y aluminosilicate zeolite containing less than 0.7 weight percent of Na.sub.2 O, having a unit cell size from 24.00 .ANG. to about 24.64 .ANG., and containing a Group IA metal or a Group IIA metal of the Periodic Table;
- (B) separating the product from step (A) into fractions comprising (1) an aromatic hydrocarbon fraction, (2) a substantially pure mono-alkylaromatic fraction, and (3) a poly alkylaromatic hydrocarbon fraction;
- (C) recovering the alkylaromatic fraction;
- (D) recycling a portion of the aromatic hydrocarbon in step (B) to the alkylation reaction zone;
- and
- (E) subjecting a portion of the aromatic hydrocarbon and the polyalkylaromatic hydrocarbon to transalkylation in a transalkylation zone under reaction conditions, including the presence of a liquid phase, in contact with a transalkylation catalyst comprising the composite defined in step (A), wherein the transalkylation catalyst comprises from about 25 to about 90 weight percent less than the alkylation catalyst.
Dependencies are inferred from the claim text.