Back to results
US 2006/0224031 A1Published application
Alkylation process using UZM-8 zeolite
AssigneeUop LLC
InventorsDeng-Yang Jan, James Johnson, Robert Schmidt, Guy Woodle
Life of this patent
Estimating the term…
Abstract
A process for the alkylation of aromatics with olefins using a solid catalyst bed containing UZM-8 zeolite is disclosed. A polyalkylated aromatic is passed to the catalyst bed to reduce the concentration of the olefin at alkylation conditions. A portion of the effluent recovered from the catalyst bed may be recycled to the catalyst bed. Such operation can decrease the catalyst deactivation rate and the formation of diphenylalkanes. The process disclosed herein is applicable to processes for the production of a wide variety of commercially important alkylated aromatics, including ethylbenzene and cumene.
Claims25
An alkylation process for producing a monoalkylated aromatic, the process comprising:
- a) passing an aromatic feedstock comprising a feed aromatic, an olefinic feedstock comprising a C2-C4 olefin, and an additional stream comprising an alkylated derivative of the feed aromatic having from one to six more C2-C4 alkyl groups than the feed aromatic, to an alkylation catalyst bed containing a solid catalyst, wherein the solid catalyst comprises a microporous crystalline zeolite having a layered framework of at least AlO2 and SiO2 tetrahedral units and a composition on an as-synthesized and anhydrous basis expressed by an empirical formula of:
- Mmn+Rrp+Al1-xExSiyOz
- where M is at least one exchangeable cation, “m” is the mole ratio of M to (Al+E) and varies from 0 to about 2.0, R is at least one organoammonium cation selected from the group consisting of quaternary ammonium cations, diquaternary ammonium cations, protonated amines, protonated diamines, protonated alkanoamines and quaternized alkanolammonium cations, “r” is the mole ratio of R to (Al+E) and has a value of about 0.05 to about 5.0, “n” is the weighted average valence of M and has a value of about 1 to about 2, “p” is the weighted average valence of R and has a value of about 1 to about 2, E is an element selected from the group consisting of gallium, iron, boron, chromium, indium and mixtures thereof, “x” is the mole fraction of E and has a value from 0 to about 1.0, “y” is the mole ratio of Si to (Al+E) and varies from about 6.5 to about 35 and “z” is the mole ratio of 0 to (Al+E) and has a value determined by the equation:
- z=(m·n+r·p+3+4y)/2
- and is characterized in that it has the x-ray diffraction pattern having at least the d spacings and intensities set forth in Table A:
- TABLE A
- 2-θ
- d(Å)
- I/I0 %
- 6.40-6.90
- 13.80-12.80
- w-s
- 6.95-7.42
- 12.70-11.90
- m-s
- 8.33-9.11
- 10.60-9.70
- w-vs
- 19.62-20.49
- 4.52-4.33
- m-vs
- 21.93-22.84
- 4.05-3.89
- m-vs
- 24.71-25.35
- 3.60-3.51
- w-m
- 25.73-26.35
- 3.46-3.38
- m-vs
- b) alkylating the feed aromatic with the C2-C4 olefin in the alkylation catalyst bed in the presence of the solid catalyst at alkylation conditions to form a monoalkylated aromatic, wherein the monoalkylated aromatic has one more C2-C4 alkyl group than the feed aromatic;
- and
- c) withdrawing an effluent stream comprising the monoalkylated aromatic from the alkylation catalyst bed.
30 more elements
An alkylation process for producing ethylbenzene, the process comprising:
- a) passing an aromatic feedstock comprising benzene, an olefinic feedstock comprising ethylene, and an aliquot portion of an effluent stream comprising diethylbenzene to an alkylation catalyst bed containing a solid catalyst, wherein the solid catalyst comprises a microporous crystalline zeolite having a layered framework of at least AlO2 and SiO2 tetrahedral units and a composition on an as-synthesized and anhydrous basis expressed by an empirical formula of:
- Mmn+Rrp+Al1-xExSiyOz
- where M is at least one exchangeable cation, “m” is the mole ratio of M to (Al+E) and varies from 0 to about 2.0, R is at least one organoammonium cation selected from the group consisting of quaternary ammonium cations, diquaternary ammonium cations, protonated amines, protonated diamines, protonated alkanoamines and quaternized alkanolammonium cations, “r” is the mole ratio of R to (Al+E) and has a value of about 0.05 to about 5.0, “n” is the weighted average valence of M and has a value of about 1 to about 2, “p” is the weighted average valence of R and has a value of about 1 to about 2, E is an element selected from the group consisting of gallium, iron, boron, chromium, indium and mixtures thereof, “x” is the mole fraction of E and has a value from 0 to about 1.0, “y” is the mole ratio of Si to (Al+E) and varies from about 6.5 to about 35 and “z” is the mole ratio of 0 to (Al+E) and has a value determined by the equation:
- z=(m·n+r·p+3+4·y)/2
- and is characterized in that it has the x-ray diffraction pattern having at least the d spacings and intensities set forth in Table A:
- TABLE A
- 2-θ
- d(Å)
- I/I0 %
- 6.40-6.90
- 13.80-12.80
- w-s
- 6.95-7.42
- 12.70-11.90
- m-s
- 8.33-9.11
- 10.60-9.70
- w-vs
- 19.62-20.49
- 4.52-4.33
- m-vs
- 21.93-22.84
- 4.05-3.89
- m-vs
- 24.71-25.35
- 3.60-3.51
- w-m
- 25.73-26.35
- 3.46-3.38
- m-vs
- b) alkylating benzene with ethylene in the alkylation catalyst bed in the presence of the solid catalyst at alkylation conditions to form ethylbenzene, wherein the alkylation conditions comprise a concentration of ethylene based on the weight of benzene, ethylene, and diethylbenzene passed to the alkylation catalyst bed in Step (a) of at most 10 wt-%;
- and
- c) withdrawing an effluent stream comprising ethylbenzene from the alkylation catalyst bed.
30 more elements
An alkylation process for producing cumene, the process comprising:
- a) passing an aromatic feedstock comprising benzene, an olefinic feedstock comprising propylene, and an aliquot portion of an effluent stream comprising dipropylbenzene to an alkylation catalyst bed containing a solid catalyst, wherein the solid catalyst comprises a microporous crystalline zeolite having a layered framework of at least AlO2 and SiO2 tetrahedral units and a composition on an as-synthesized and anhydrous basis expressed by an empirical formula of:
- Mmn+Rrp+Al1-xExSiyOz
- where M is at least one exchangeable cation, “m” is the mole ratio of M to (Al+E) and varies from 0 to about 2.0, R is at least one organoammonium cation selected from the group consisting of quaternary ammonium cations, diquaternary ammonium cations, protonated amines, protonated diamines, protonated alkanoamines and quaternized alkanolammonium cations, “r” is the mole ratio of R to (Al+E) and has a value of about 0.05 to about 5.0, “n” is the weighted average valence of M and has a value of about 1 to about 2, “p” is the weighted average valence of R and has a value of about 1 to about 2, E is an element selected from the group consisting of gallium, iron, boron, chromium, indium and mixtures thereof, “x” is the mole fraction of E and has a value from 0 to about 1.0, “y” is the mole ratio of Si to (Al+E) and varies from about 6.5 to about 35 and “z” is the mole ratio of 0 to (Al+E) and has a value determined by the equation:
- z=(m·n+r·p+3+4·y)/2
- and is characterized in that it has the x-ray diffraction pattern having at least the d spacings and intensities set forth in Table A:
- TABLE A
- 2-θ
- d(Å)
- I/I0 %
- 6.40-6.90
- 13.80-12.80
- w-s
- 6.95-7.42
- 12.70-11.90
- m-s
- 8.33-9.11
- 10.60-9.70
- w-vs
- 19.62-20.49
- 4.52-4.33
- m-vs
- 21.93-22.84
- 4.05-3.89
- m-vs
- 24.71-25.35
- 3.60-3.51
- w-m
- 25.73-26.35
- 3.46-3.38
- m-vs
- b) alkylating benzene with propylene in the alkylation catalyst bed in the presence of the solid catalyst at alkylation conditions to form cumene, wherein the alkylation conditions comprise a concentration of propylene based on the weight of benzene, propylene, and dipropylbenzene passed to the alkylation catalyst bed in Step (a) of at most 10 wt-%;
- and
- c) withdrawing the effluent stream comprising cumene from the alkylation catalyst bed.
30 more elements
Dependencies are inferred from the claim text.