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WO2012054260A8 - Benzene alkylation - Google Patents

Benzene alkylation Download PDF

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Publication number
WO2012054260A8
WO2012054260A8 PCT/US2011/055728 US2011055728W WO2012054260A8 WO 2012054260 A8 WO2012054260 A8 WO 2012054260A8 US 2011055728 W US2011055728 W US 2011055728W WO 2012054260 A8 WO2012054260 A8 WO 2012054260A8
Authority
WO
WIPO (PCT)
Prior art keywords
benzene
alkylbenzene
reactor system
reaction zone
catalytic distillation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2011/055728
Other languages
French (fr)
Other versions
WO2012054260A3 (en
WO2012054260A2 (en
Inventor
Minghua Ye
Quoc T. Phan
Mario J. Maraschino
Gary G. Podrebarac
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Catalytic Distillation Technologies
Original Assignee
Catalytic Distillation Technologies
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Catalytic Distillation Technologies filed Critical Catalytic Distillation Technologies
Priority to SG2013028311A priority Critical patent/SG189418A1/en
Priority to KR1020137011722A priority patent/KR101530457B1/en
Priority to CN201180050138.7A priority patent/CN103201238B/en
Publication of WO2012054260A2 publication Critical patent/WO2012054260A2/en
Publication of WO2012054260A3 publication Critical patent/WO2012054260A3/en
Anticipated expiration legal-status Critical
Publication of WO2012054260A8 publication Critical patent/WO2012054260A8/en
Ceased legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
    • B01D3/009—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/02—Monocyclic hydrocarbons
    • C07C15/067—C8H10 hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
    • C07C2/862—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms
    • C07C2/864—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only oxygen as hetero-atoms the non-hydrocarbon is an alcohol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
    • C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
    • C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/04—Purification; Separation; Use of additives by distillation
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
    • C10G29/20—Organic compounds not containing metal atoms
    • C10G29/205—Organic compounds not containing metal atoms by reaction with hydrocarbons added to the hydrocarbon oil
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1096—Aromatics or polyaromatics
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/40—Characteristics of the process deviating from typical ways of processing
    • C10G2300/4087—Catalytic distillation
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
    • C10G2400/30—Aromatics
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/10—Process efficiency

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Water Supply & Treatment (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for the production of alkylbenzene, the process including: feeding a Ci to C6 alcohol and benzene to a catalytic distillation reactor system comprising an upper reaction zone containing an alkylation catalyst and a lower reaction zone containing a transalkylation catalyst, which may be the same or different than the alkylation catalyst; concurrently in the catalytic distillation reactor system: reacting a portion of the alcohol with the benzene within the upper reaction zone to form a reaction mixture containing water, alkylbenzene, dialkyl ether, unreacted alcohol, unreacted benzene, and polyalkylate including dialkylbenzene; reacting a portion of the polyalkylate with benzene in the lower reaction zone to form additional alkylbenzene; and fractionally distilling the reaction mixture; recovering an overheads fraction from the catalytic distillation reactor system comprising benzene, unreacted alcohol, water, and dialkyl ether; recovering a bottoms fraction from the catalytic distillation reactor system comprising benzene, alkylbenzene, and polyalkylate.
PCT/US2011/055728 2010-10-18 2011-10-11 Benzene alkylation Ceased WO2012054260A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
SG2013028311A SG189418A1 (en) 2010-10-18 2011-10-11 Benzene alkylation
KR1020137011722A KR101530457B1 (en) 2010-10-18 2011-10-11 Benzene alkylation
CN201180050138.7A CN103201238B (en) 2010-10-18 2011-10-11 Benzene alkylation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US39406110P 2010-10-18 2010-10-18
US61/394,061 2010-10-18

Publications (3)

Publication Number Publication Date
WO2012054260A2 WO2012054260A2 (en) 2012-04-26
WO2012054260A3 WO2012054260A3 (en) 2012-07-26
WO2012054260A8 true WO2012054260A8 (en) 2013-05-30

Family

ID=45975804

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2011/055728 Ceased WO2012054260A2 (en) 2010-10-18 2011-10-11 Benzene alkylation

Country Status (5)

Country Link
KR (1) KR101530457B1 (en)
CN (1) CN103201238B (en)
MY (1) MY162925A (en)
SG (1) SG189418A1 (en)
WO (1) WO2012054260A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111589406B (en) * 2019-02-21 2022-04-12 中国石油化工股份有限公司 Alkylation reaction device, reaction system and liquid acid catalyzed alkylation reaction method
CN113384910B (en) * 2021-07-19 2022-04-22 南京工程学院 Multi-effect cumene reaction rectification device and method combined with heat pump

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4735929A (en) * 1985-09-03 1988-04-05 Uop Inc. Catalytic composition for the isomerization of paraffinic hydrocarbons
ZA873090B (en) * 1987-04-29 1987-12-30 Uop Inc Catalytic composition for the isomerization of paraffinic hydrocarbons
US4774377A (en) * 1987-09-11 1988-09-27 Uop Inc. Alkylation/transalkylation process
US7411101B2 (en) * 2001-02-07 2008-08-12 Exxonmobil Chemical Patents Inc. Production of alkylaromatic compounds
US7910785B2 (en) * 2006-07-28 2011-03-22 Exxonmobil Chemical Patents Inc. Hydrocarbon conversion process using EMM-10 family molecular sieve
US8143466B2 (en) * 2008-02-26 2012-03-27 Catalytic Distillation Technologies Process for benzene removal from gasoline
US7745674B2 (en) * 2008-08-20 2010-06-29 Catalytic Distillation Technologies Alkylation slurry reactor

Also Published As

Publication number Publication date
WO2012054260A3 (en) 2012-07-26
KR20130097217A (en) 2013-09-02
CN103201238B (en) 2015-03-25
KR101530457B1 (en) 2015-06-19
CN103201238A (en) 2013-07-10
WO2012054260A2 (en) 2012-04-26
MY162925A (en) 2017-07-31
SG189418A1 (en) 2013-05-31

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