CA1325813C - Toluene disproportionation - Google Patents

Toluene disproportionation

Info

Publication number
CA1325813C
CA1325813C CA000576360A CA576360A CA1325813C CA 1325813 C CA1325813 C CA 1325813C CA 000576360 A CA000576360 A CA 000576360A CA 576360 A CA576360 A CA 576360A CA 1325813 C CA1325813 C CA 1325813C
Authority
CA
Canada
Prior art keywords
zsm
zeolite
toluene
parts
catalyst
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.)
Expired - Fee Related
Application number
CA000576360A
Other languages
English (en)
French (fr)
Inventor
David Said Shihabi
Robert Peter Absil
David Owen Marler
Scott Han
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.)
ExxonMobil Oil Corp
Original Assignee
Mobil Oil Corp
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 Mobil Oil Corp filed Critical Mobil Oil Corp
Application granted granted Critical
Publication of CA1325813C publication Critical patent/CA1325813C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • 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
    • C07C6/123—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 only one hydrocarbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/65—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the ferrierite type, e.g. types ZSM-21, ZSM-35 or ZSM-38
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00—Catalysts comprising molecular sieves
    • C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
    • 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
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA000576360A 1987-09-02 1988-09-01 Toluene disproportionation Expired - Fee Related CA1325813C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US092,842 1987-09-02
US07/092,842 US4851604A (en) 1987-09-02 1987-09-02 Toluene disproportionation

Publications (1)

Publication Number Publication Date
CA1325813C true CA1325813C (en) 1994-01-04

Family

ID=22235427

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000576360A Expired - Fee Related CA1325813C (en) 1987-09-02 1988-09-01 Toluene disproportionation

Country Status (9)

Country Link
US (1) US4851604A (US20020095090A1-20020718-M00002.png)
EP (1) EP0308096B1 (US20020095090A1-20020718-M00002.png)
JP (1) JP2641522B2 (US20020095090A1-20020718-M00002.png)
AR (1) AR243859A1 (US20020095090A1-20020718-M00002.png)
AU (1) AU624337B2 (US20020095090A1-20020718-M00002.png)
CA (1) CA1325813C (US20020095090A1-20020718-M00002.png)
DE (1) DE3878109T2 (US20020095090A1-20020718-M00002.png)
ES (1) ES2037840T3 (US20020095090A1-20020718-M00002.png)
IN (1) IN171507B (US20020095090A1-20020718-M00002.png)

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US5173461A (en) * 1990-03-21 1992-12-22 Mobil Oil Corporation Toluene disproportionation catalyst
US5191137A (en) * 1991-02-04 1993-03-02 Mobil Oil Corp. Molecular sieves coated with non-oxide ceramics for toluene disproportionation
JP2545649B2 (ja) * 1991-04-26 1996-10-23 台湾▲笨▼乙▲希▼工業股▲分▼有限公司 改良ゼオライトβ触媒および改良ゼオライトβ触媒を使用したジイソプロピルベンゼンの製造方法
CA2079164C (en) * 1991-10-15 2002-11-26 Edwar S. Shamshoum A start-up process for improved selectivity in toluene disproportionation
US5321183A (en) * 1992-03-12 1994-06-14 Mobil Oil Corp. Process for the regioselective conversion of aromatics to para-disubstituted benzenes
US5498814A (en) * 1992-03-12 1996-03-12 Mobil Oil Corp. Regioselective methylation of toluene to para-xylene
US5475179A (en) * 1992-03-12 1995-12-12 Mobil Oil Regioselective production of para-dialkyl benzenes
US5554274A (en) * 1992-12-11 1996-09-10 Mobil Oil Corporation Manufacture of improved catalyst
US5365003A (en) * 1993-02-25 1994-11-15 Mobil Oil Corp. Shape selective conversion of hydrocarbons over extrusion-modified molecular sieve
US5349113A (en) * 1993-02-25 1994-09-20 Mobil Oil Corp. Shape selective hydrocarbon conversion over pre-selectivated, activated catalyst
US5349114A (en) * 1993-04-05 1994-09-20 Mobil Oil Corp. Shape selective hydrocarbon conversions over modified catalyst
US5371312A (en) * 1993-04-05 1994-12-06 Mobil Oil Corp. Shape selective hydrocarbon conversions over modified catalyst
US5406015A (en) * 1993-05-28 1995-04-11 Mobil Oil Corp. Selective ethylbenzene disproportionation processes (SEBDP) with ex situ selectivated zeolite catalyst
US5698756A (en) * 1993-05-28 1997-12-16 Mobil Oil Corporation Toluene alkylation with ethylene to produce para-ethyloluene
US5365004A (en) * 1993-05-28 1994-11-15 Mobil Oil Corp. Selective toluene disproportionation process (STDP) with ex situ selectivated zeolite catalysts
US6576582B1 (en) 1993-05-28 2003-06-10 Exxonmobil Oil Corporation Binderless ex situ selectivated zeolite catalyst
US5476823A (en) * 1993-05-28 1995-12-19 Mobil Oil Corp. Method of preparation of ex situ selectivated zeolite catalysts for enhanced shape selective applications and method to increase the activity thereof
US5659098A (en) * 1993-05-28 1997-08-19 Beck; Jeffrey S. High conversion touluene disproportionation with ex situ selectivated zeolite catalysts
US5367099A (en) * 1993-05-28 1994-11-22 Mobil Oil Corp. Selective toluene disproportionation process (STDP) with ex situ selectivated zeolite catalyst
US5530170A (en) * 1993-05-28 1996-06-25 Mobil Oil Corporation Ethylbenzene alkylation with ethylene to produce para-diethylbenzene
US5403800A (en) * 1993-05-28 1995-04-04 Mobil Oil Corp. Multiple impregnation technique for the preparation of ex situ selectivated zeolite catalysts
US5382737A (en) * 1993-05-28 1995-01-17 Mobil Oil Corp. Selective ethylbenzene disproportionation process (SEBDP) with ex situ selectivated zeolite catalysts
US5726114A (en) * 1993-10-27 1998-03-10 Mobil Oil Corporation Method of preparation of ex situ selectivated zeolite catalysts for enhanced shape selective applications and methods to increase the activity thereof
US5498822A (en) * 1994-04-04 1996-03-12 Mobil Oil Corporation Single temperature stage crystallization of paraxylene
US5448005A (en) * 1994-04-04 1995-09-05 Mobil Oil Corporation Crystallization of paraxlene from high purity paraxylene feeds
JP3427507B2 (ja) * 1994-09-12 2003-07-22 東レ株式会社 パラジアルキルベンゼンの製造用触媒及びその製造法及びパラキシレンを製造する方法
DE69422623T2 (de) * 1994-09-27 2000-06-29 Chevron Chem Co Herstellung von reinem Benzol und Paraxylenen durch Kombinieren einer Aromatisierung und einer Disproportionierung von unreinem Toluol
US5625104A (en) * 1995-06-06 1997-04-29 Mobil Oil Corporation Alkali metal ion exchanged selectivated zeolite catalyst
FR2728894A1 (fr) * 1994-12-29 1996-07-05 Inst Francais Du Petrole Procede de separation de paraxylene comportant au moins deux etages de cristallisation a haute temperature
US5514632A (en) * 1995-01-09 1996-05-07 Mobil Oil Corporation Use of an alumina containing bed for silicon species capture in the manufacture of silicone treated catalysts
US5849968A (en) * 1995-06-06 1998-12-15 Mobil Oil Corporation Hydrocarbon conversion process with alkaline earth metal ion exchanged selectivated zeolite catalyst
US5573645A (en) * 1995-06-29 1996-11-12 Mobil Oil Corporation Process and apparatus for the separation of aromatic hydrocarbons
US5773679A (en) * 1995-12-26 1998-06-30 Mobil Oil Corporation Performance enhancement of zeolite catalysts with water cofeed
US6346498B1 (en) * 1997-12-19 2002-02-12 Exxonmobil Oil Corporation Zeolite catalysts having stabilized hydrogenation-dehydrogenation function
CN1096295C (zh) * 1998-11-18 2002-12-18 中国石油化工集团公司 β沸石
US6180550B1 (en) * 1998-12-22 2001-01-30 Mobile Oil Corporation Small crystal ZSM-5, its synthesis and use
US6398947B2 (en) 1999-09-27 2002-06-04 Exxon Mobil Oil Corporation Reformate upgrading using zeolite catalyst
US7148391B1 (en) * 2002-11-14 2006-12-12 Exxonmobil Chemical Patents Inc. Heavy aromatics processing
JP5463281B2 (ja) * 2007-04-04 2014-04-09 エクソンモービル・ケミカル・パテンツ・インク パラキシレン製造プロセス及び装置
JP2010526139A (ja) * 2007-05-05 2010-07-29 ユーオーピー エルエルシー 芳香族化合物を高転化率で選択的に不均化する方法
EP2364192A4 (en) 2008-11-19 2014-03-12 Exxonmobil Chem Patents Inc SEPARATION PROCESS
CN106661465B (zh) 2014-06-13 2019-06-14 Sabic环球技术有限责任公司 由c5-c12烃混合物生产苯的方法
CA2964268A1 (en) * 2014-11-20 2016-05-26 Anellotech, Inc. Improved catalytic fast pyrolysis process
CN107001183B (zh) 2014-11-21 2020-02-14 埃克森美孚化学专利公司 制备对二甲苯的方法
CN112642467B (zh) * 2019-10-09 2023-08-08 中国石油化工股份有限公司 一种选择性歧化催化剂及其制备方法和应用

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US3413374A (en) * 1966-05-04 1968-11-26 Toyo Rayon Co Ltd Disproportionation of toluene
US3598878A (en) * 1968-12-19 1971-08-10 Ashland Oil Inc Alkyl transfer of alkyl aromatics with vanadium on zeolites
US3607961A (en) * 1968-12-19 1971-09-21 Ashland Oil Inc Alkyl transfer of alkyl aromatics with group viii metals on boria-alumina
US3598879A (en) * 1968-12-19 1971-08-10 Ashland Oil Inc Alkyl transfer of alkyl aromatics with group i-a,ii-a,iv,or rare earth metals on boria alumina
US4002698A (en) * 1975-08-19 1977-01-11 Mobil Oil Corporation Methylation of toluene in the presence of a phosphorus-modified activated crystalline aluminosilicate catalyst
US3965208A (en) * 1975-01-06 1976-06-22 Mobil Oil Corporation Methylation of toluene
US4100215A (en) * 1974-09-25 1978-07-11 Mobil Oil Corporation Selective production of para-xylene
US4001346A (en) * 1975-01-06 1977-01-04 Mobil Oil Corporation Selective production of para-xylene
US3965209A (en) * 1975-01-06 1976-06-22 Mobil Oil Corporation Selective production of para-xylene
US3965207A (en) * 1975-01-06 1976-06-22 Mobil Oil Corporation Selective production of para-xylene
US4052476A (en) * 1975-04-24 1977-10-04 Mobil Oil Corporation Toluene disproportionation over zeolite catalyst
US4016219A (en) * 1975-08-22 1977-04-05 Mobil Oil Corporation Disproportionation of toluene
US4007231A (en) * 1975-11-24 1977-02-08 Mobil Oil Corporation Selective production of para-xylene
US4029716A (en) * 1975-12-08 1977-06-14 Mobil Oil Corporation Selective production of para-xylene
NZ183608A (en) * 1976-03-31 1978-12-18 Mobil Oil Corp Aluminosilicate zeolite catalyst for selectine production of para-diakyl substituted benzenes
US4011276A (en) * 1976-04-28 1977-03-08 Mobil Oil Corporation Disproportionation of toluene
US4117026A (en) * 1976-05-12 1978-09-26 Mobil Oil Corporation Selective production of para dialkyl substituted benzenes
US4097543A (en) * 1976-05-12 1978-06-27 Mobil Oil Corporation Selective disproportionation of toluene
US4152364A (en) * 1978-01-19 1979-05-01 Mobil Oil Corporation Selective production of para-xylene
US4380685A (en) * 1980-05-19 1983-04-19 Mobil Oil Corporation Shape selective reactions with zeolite catalysts modified with iron and/or cobalt
DE3377414D1 (en) * 1982-05-27 1988-08-25 Ici Plc Preparation of modified zeolites
ZA845190B (en) * 1983-08-19 1986-02-26 Mobil Oil Corp A process for preparing a coked zeolite catalyst and a process for the selective disproportionation of toluene using said catalyst
US4547605A (en) * 1983-09-28 1985-10-15 Mobil Oil Corporation Catalyst for alkylation of aromatic hydrocarbons
US4599475A (en) * 1983-09-28 1986-07-08 Mobil Oil Corporation Process for xylene isomerization using ZSM-23 zeolite
US4694114A (en) * 1984-01-11 1987-09-15 Mobil Oil Corporation Process for isomerizing alkyl aromatic hydrocarbons utilizing ZSM-23 zeolite and a hydrogenation/dehydrogenation metal
JPS6110519A (ja) * 1984-06-25 1986-01-18 Res Assoc Util Of Light Oil １，４−ジアルキルベンゼンの製造法

Also Published As

Publication number Publication date
US4851604A (en) 1989-07-25
IN171507B (US20020095090A1-20020718-M00002.png) 1992-10-31
AR243859A1 (es) 1993-09-30
JPH01125333A (ja) 1989-05-17
AU2173688A (en) 1989-03-02
DE3878109D1 (de) 1993-03-18
JP2641522B2 (ja) 1997-08-13
EP0308096B1 (en) 1993-02-03
AU624337B2 (en) 1992-06-11
EP0308096A1 (en) 1989-03-22
DE3878109T2 (de) 1993-05-27
ES2037840T3 (es) 1993-07-01

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