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US5352848A Expired / Lapsed US ⏱️ 0.0 years remaining

Nitrile removal in an etherification process

Assignee: Honeywell UOP LLC
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Filing: 1992-12-29
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Granted: 1994-10-04
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Expires: 2012-12-29
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Abstract

Abstract In an etherification process that uses an FCC effluent as a source of isoolefins, the buildup of nitriles in an alcohol-containing stream that is recycled to the etherification zone is prevented by dragging at least a portion of the methanol-containing stream to the FCC reaction zone. As a result, the etherification catalyst deactivation rate is reduced.

Inventors

  • 👤 Paul R. Cottrell

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 12:42
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/34; C07C41/44; Y; Y10; Y10S; Y10S203/00; Y10S203/06

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 146 words
A method of treating an effluent of a fluid catalytic cracking zone, said effluent comprising isoalkenes and at least one nitrile compound which method comprises the steps of: (a) contacting said effluent with a C 1 -C 5 monohydroxy alcohol in the presence of an etherification catalyst in an etherification zone under etherification conditions to react said isoalkenes with said alcohol to produce an etherification effluent stream comprising an ether; (b) passing at least a portion of said etherification effluent stream to a separation zone to produce an ether-rich stream and a raffinate stream comprising said nitrile compound; (c) passing said raffinate stream to an alcohol recovery zone to produce a hydrocarbon-rich raffinate stream and an alcohol-containing stream; (d) recycling at least a portion of said alcohol-containing stream to said fluid catalytic cracking zone and (e) recycling any remainder of said alcohol-containing stream to etherification zone.
Claim 2
Independent Claim 146 words
A method of treating an effluent of a fluid catalytic cracking zone, said effluent comprising isoalkenes and at least one nitrile compound which method comprises the steps of: (a) contacting said effluent with a C 1 -C 5 monohydroxy alcohol in the presence of an etherification catalyst in an etherification zone under etherification conditions to react said isoalkenes with said alcohol to produce an etherification effluent stream comprising an ether; (b) passing at least a portion of said etherification effluent stream to a separation zone to produce an ether-rich stream and a raffinate stream comprising said nitrile compound; (c) passing said raffinate stream to an alcohol recovery zone to produce a hydrocarbon-rich raffinate stream and an alcohol-containing stream; (d) recycling at least a portion of said alcohol-containing stream to said fluid catalytic cracking zone and (e) recycling any remainder of said alcohol-containing stream to etherification zone.
Claim 3
Dependent Claim 10 words
The method of claim 1 wherein said alcohol comprises methanol.
Claim 4
Dependent Claim 13 words
The method of claim 1 wherein said separation zone comprises a distillation zone.
Claim 5
Dependent Claim 24 words
The method of claim 3 wherein said distillation zone comprises a reactive distillation zone containing a bed of etherification catalyst to produce said ether.
Claim 6
Dependent Claim 13 words
The method of claim 1 wherein said ether comprises methyl tertiary butyl ether.
Claim 7
Dependent Claim 12 words
The method of claim 1 wherein said ether comprises tertiary amyl ether.
Claim 8
Dependent Claim 33 words
The method of claim 1 wherein said fluid catalytic cracking effluent is contacted with a selective hydrogenation catalyst at selective hydrogenation conditions in a selective hydrogenation zone to selectively saturate diolefins to monoolefins.
Claim 9
Dependent Claim 17 words
The method of claim 1 wherein said etherification catalyst comprises a macroporous acid-form sulfonic ion exchange resin.
Claim 10
Dependent Claim 25 words
The method of claim 1 further comprising treating said fluid catalytic cracking effluent to remove sulfur compounds prior to contacting said effluent with said alcohol.
Claim 11
Dependent Claim 15 words
The method of claim 1 further comprising monitoring the nitrile concentration of said alcohol-containing stream.
Claim 12
Dependent Claim 11 words
The method of claim 8 wherein said nitrile compound comprises acetonitrile.
Claim 13
Dependent Claim 26 words
The method of claim 1 further comprising fractionating said alcohol-containing stream to remove water prior to recycling said alcohol-containing stream to said fluid catalytic cracking zone.
Claim 14
Independent Claim 183 words
A method of treating an effluent of a fluid catalytic cracking zone, said effluent comprising isobutene and at least one nitrile compound which method comprises the steps of: (a) contacting said effluent with methanol in the presence of an etherification catalyst in an etherification zone under etherification conditions to react said isobutene with said methanol to produce an etherification effluent stream which comprises methyl tertiary butyl ether; (b) passing at least a portion of said etherification effluent stream to a distillation zone containing an etherification catalyst and contacting said methanol in the presence of said etherification catalyst in said distillation zone at etherification conditions to produce a methyl tertiary butyl ether-rich stream and an overhead raffinate stream; (c) contacting said raffinate stream with a water-containing stream to produce a hydrocarbon-rich raffinate stream and a methanol-containing stream; (d) monitoring the nitrile concentration of said methanol-containing stream; (e) regulating said nitrile concentration in said methanol-containing stream by recycling at least a portion of said methanol-containing stream to said fluid catalytic cracking zone; and (f) recycling any remainder of said alcohol-containing stream to said etherification zone.
Claim 15
Independent Claim 183 words
A method of treating an effluent of a fluid catalytic cracking zone, said effluent comprising isobutene and at least one nitrile compound which method comprises the steps of: (a) contacting said effluent with methanol in the presence of an etherification catalyst in an etherification zone under etherification conditions to react said isobutene with said methanol to produce an etherification effluent stream which comprises methyl tertiary butyl ether; (b) passing at least a portion of said etherification effluent stream to a distillation zone containing an etherification catalyst and contacting said methanol in the presence of said etherification catalyst in said distillation zone at etherification conditions to produce a methyl tertiary butyl ether-rich stream and an overhead raffinate stream; (c) contacting said raffinate stream with a water-containing stream to produce a hydrocarbon-rich raffinate stream and a methanol-containing stream; (d) monitoring the nitrile concentration of said methanol-containing stream; (e) regulating said nitrile concentration in said methanol-containing stream by recycling at least a portion of said methanol-containing stream to said fluid catalytic cracking zone; and (f) recycling any remainder of said alcohol-containing stream to said etherification zone.
Claim 16
Dependent Claim 20 words
The method of claim 13 wherein said distillation zone comprises a reactive distillation zone containing a bed of etherification catalyst.
Claim 17
Dependent Claim 33 words
The method of claim 13 wherein said fluid catalytic cracking effluent is contacted with a selective hydrogenation catalyst at selective hydrogenation conditions in a selective hydrogenation zone to selectively saturate diolefins to monoolefins.
Claim 18
Dependent Claim 17 words
The method of claim 13 wherein said etherification catalyst comprises a macroporous acid-form sulfonic ion exchange resin.
Claim 19
Dependent Claim 25 words
The method of claim 13 further comprising treating said fluid catalytic cracking effluent to remove sulfur compounds prior to contacting said effluent with said methanol.
Claim 20
Dependent Claim 26 words
The method of claim 13 further comprising fractionating said methanol-containing stream to remove water prior to recycling said methanol-containing stream to said fluid catalytic cracking zone.
Claim 21
Dependent Claim 10 words
The method of claim 13 wherein said nitrile comprises acetonitrile.
Claim 22
Independent Claim 287 words
A method for fluid catalytic cracking of a hydrocarbon feedstock which method comprises the steps of: (a) contacting said hydrocarbon feedstock with a fluid catalytic cracking catalyst in a fluid catalytic cracking zone under fluid catalytic cracking conditions to produce a fluid catalytic cracking effluent stream comprising isobutene; (b) treating said fluid catalytic cracking effluent stream to remove a substantial amount of any sulfur compounds contained therein; (c) contacting said effluent from step (b) with a selective hydrogenation catalyst at selective hydrogenation conditions in a selective hydrogenation zone to selectively saturate diolefins to monoolefins; (d) contacting said effluent from step (c) with methanol in the presence of an etherification catalyst comprising a macroporous acid-form sulfonic ion exchange resin in an etherification zone under etherification conditions to react said isobutene with said methanol to produce an etherification effluent stream which comprises methyl tertiary butyl ether; (e) passing at least a portion of said etherification effluent stream to a distillation zone containing a bed of etherification catalyst comprising a macroporous acid-form sulfonic ion exchange resin and contacting said methanol in said bed of etherification catalyst in said distillation zone at etherification conditions to produce a methyl tertiary butyl ether-rich stream and an overhead raffinate stream comprising isobutane, normal butene, normal butane, methanol and isobutene; (f) contacting said raffinate stream with a water-containing stream to produce a hydrocarbon-rich raffinate stream and a methanol-containing stream; (g) fractionating said methanol-containing stream to produce a methanol-rich stream; (h) monitoring acetonitrile concentration of said methanol-rich stream; (i) regulating said acetonitrile concentration in said methanol-rich stream by recycling at least a portion of said methanol-rich stream to said fluid catalytic cracking zone; and (j) recycling any remainder of said alcohol-containing stream to said etherification zone.
Claim 23
Independent Claim 287 words
A method for fluid catalytic cracking of a hydrocarbon feedstock which method comprises the steps of: (a) contacting said hydrocarbon feedstock with a fluid catalytic cracking catalyst in a fluid catalytic cracking zone under fluid catalytic cracking conditions to produce a fluid catalytic cracking effluent stream comprising isobutene; (b) treating said fluid catalytic cracking effluent stream to remove a substantial amount of any sulfur compounds contained therein; (c) contacting said effluent from step (b) with a selective hydrogenation catalyst at selective hydrogenation conditions in a selective hydrogenation zone to selectively saturate diolefins to monoolefins; (d) contacting said effluent from step (c) with methanol in the presence of an etherification catalyst comprising a macroporous acid-form sulfonic ion exchange resin in an etherification zone under etherification conditions to react said isobutene with said methanol to produce an etherification effluent stream which comprises methyl tertiary butyl ether; (e) passing at least a portion of said etherification effluent stream to a distillation zone containing a bed of etherification catalyst comprising a macroporous acid-form sulfonic ion exchange resin and contacting said methanol in said bed of etherification catalyst in said distillation zone at etherification conditions to produce a methyl tertiary butyl ether-rich stream and an overhead raffinate stream comprising isobutane, normal butene, normal butane, methanol and isobutene; (f) contacting said raffinate stream with a water-containing stream to produce a hydrocarbon-rich raffinate stream and a methanol-containing stream; (g) fractionating said methanol-containing stream to produce a methanol-rich stream; (h) monitoring acetonitrile concentration of said methanol-rich stream; (i) regulating said acetonitrile concentration in said methanol-rich stream by recycling at least a portion of said methanol-rich stream to said fluid catalytic cracking zone; and (j) recycling any remainder of said alcohol-containing stream to said etherification zone.

References Cited (Backward Citations)

JPS58118531A Cited
US4831206A Cited
US5120881A Cited
US5166454A Cited
US5238541A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-10-03 1998-04-04 1998-10-04 $2000.00 Window Closed / Lapsed
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