CA2401376C - Production of alkylated aromatic compounds using dealuminated catalysts - Google Patents

Production of alkylated aromatic compounds using dealuminated catalysts Download PDF

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Publication number
CA2401376C
CA2401376C CA2401376A CA2401376A CA2401376C CA 2401376 C CA2401376 C CA 2401376C CA 2401376 A CA2401376 A CA 2401376A CA 2401376 A CA2401376 A CA 2401376A CA 2401376 C CA2401376 C CA 2401376C
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CA
Canada
Prior art keywords
zeolite
usy
catalyst
exchange
process according
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
CA2401376A
Other languages
English (en)
French (fr)
Other versions
CA2401376A1 (en
Inventor
Hye-Kyung Timken
Arthur Warren Chester
Susan Ardito
Mark P. Hagemeister
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 Chemical Patents Inc
Original Assignee
ExxonMobil Chemical Patents Inc
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 ExxonMobil Chemical Patents Inc filed Critical ExxonMobil Chemical Patents Inc
Publication of CA2401376A1 publication Critical patent/CA2401376A1/en
Application granted granted Critical
Publication of CA2401376C publication Critical patent/CA2401376C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/20Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/08Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
    • B01J29/084Y-type faujasite
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/70Catalysts, in general, characterised by their form or physical properties characterised by their crystalline properties, e.g. semi-crystalline
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/0009Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/64Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66Catalytic processes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2229/00Aspects of molecular sieve catalysts not covered by B01J29/00
    • B01J2229/10After treatment, characterised by the effect to be obtained
    • B01J2229/16After treatment, characterised by the effect to be obtained to increase the Si/Al ratio; Dealumination
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2229/00Aspects of molecular sieve catalysts not covered by B01J29/00
    • B01J2229/10After treatment, characterised by the effect to be obtained
    • B01J2229/22After treatment, characterised by the effect to be obtained to destroy the molecular sieve structure or part thereof
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/05Nuclear magnetic resonance [NMR]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/15X-ray diffraction
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00Catalysts comprising molecular sieves
    • C07C2529/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/08Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
CA2401376A 2000-03-24 2001-03-22 Production of alkylated aromatic compounds using dealuminated catalysts Expired - Fee Related CA2401376C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US19183300P 2000-03-24 2000-03-24
US60/191,833 2000-03-24
PCT/US2001/009335 WO2001072668A1 (en) 2000-03-24 2001-03-22 Production of alkylated aromatic compounds using dealuminated catalysts

Publications (2)

Publication Number Publication Date
CA2401376A1 CA2401376A1 (en) 2001-10-04
CA2401376C true CA2401376C (en) 2011-02-01

Family

ID=22707098

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2401376A Expired - Fee Related CA2401376C (en) 2000-03-24 2001-03-22 Production of alkylated aromatic compounds using dealuminated catalysts

Country Status (7)

Country Link
US (1) US6747182B2 (enExample)
EP (1) EP1272444B1 (enExample)
JP (1) JP2003528835A (enExample)
AU (1) AU2001245962A1 (enExample)
CA (1) CA2401376C (enExample)
DE (1) DE60125341D1 (enExample)
WO (1) WO2001072668A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6596662B2 (en) * 2000-03-24 2003-07-22 Exxonmobil Chemical Patents Inc. Production of alkylated aromatic compounds using dealuminated catalysts
DE60224164T2 (de) * 2001-02-07 2008-12-04 Exxonmobil Chemical Patents Inc., Baytown Verfahren zur herstellung von alkylaromatischen verbindungen
US8450232B2 (en) * 2009-01-14 2013-05-28 Lummus Technology Inc. Catalysts useful for the alkylation of aromatic hydrocarbons
CN105037063B (zh) * 2015-08-10 2017-07-04 长春工业大学 一种芘与异丙醇液相烷基化合成异丙芘的方法

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* Cited by examiner, † Cited by third party
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NL6503410A (enExample) 1963-02-21 1965-09-20
US3293192A (en) 1965-08-23 1966-12-20 Grace W R & Co Zeolite z-14us and method of preparation thereof
US4016218A (en) 1975-05-29 1977-04-05 Mobil Oil Corporation Alkylation in presence of thermally modified crystalline aluminosilicate catalyst
US4211665A (en) 1978-10-26 1980-07-08 Gulf Research And Development Company Electrical apparatus insulated with a high fire point synthetic alkylaromatic fluid
US4238343A (en) 1978-10-26 1980-12-09 Gulf Research & Development Company High fire point alkylaromatic insulating fluid
US4503023A (en) 1979-08-14 1985-03-05 Union Carbide Corporation Silicon substituted zeolite compositions and process for preparing same
US4301316A (en) 1979-11-20 1981-11-17 Mobil Oil Corporation Preparing phenylalkanes
FR2561946B1 (fr) * 1984-03-30 1986-10-03 Pro Catalyse Nouveau catalyseur d'hydrocraquage destine a la production de distillats moyens
US4570027A (en) 1984-04-27 1986-02-11 Exxon Research And Engineering Co. Alkylation of aromatic molecules using a silica-alumina catalyst derived from zeolite
US4604491A (en) 1984-11-26 1986-08-05 Koppers Company, Inc. Synthetic oils
GB2168378B (en) 1984-11-28 1988-06-29 Nippon Oil Co Ltd Synthetic oils
US4954325A (en) 1986-07-29 1990-09-04 Mobil Oil Corp. Composition of synthetic porous crystalline material, its synthesis and use
US4663025A (en) 1986-08-14 1987-05-05 Phillips Petroleum Company Catalytic cracking processes
JPH06104630B2 (ja) * 1986-11-11 1994-12-21 三井石油化学工業株式会社 アルキル基置換芳香族炭化水素の製造方法
US4861932A (en) 1987-12-31 1989-08-29 Mobil Oil Corp. Aromatization process
EP0432132B1 (en) 1988-03-28 1993-12-08 Tosoh Corporation A method for preparation of mono- and diisopropylnaphthalenes
US5208197A (en) 1988-03-30 1993-05-04 Uop Octane gasoline catalyst
US5013699A (en) 1988-04-07 1991-05-07 Uop Novel zeolite compositions derived from zeolite Y
AU628056B2 (en) 1988-11-28 1992-09-10 Mobil Oil Corporation Zeolite material
FR2648129B1 (fr) * 1989-06-07 1991-10-31 Inst Francais Du Petrole Procede de production d'alkylbenzenes utilisant des catalyseurs a base de zeolithe y desaluminee
US4980328A (en) 1989-09-12 1990-12-25 Amoco Corporation Hydrocracking catalyst
US5034563A (en) 1990-04-06 1991-07-23 Mobil Oil Corporation Naphthalene alkylation process
US5227352A (en) 1990-06-29 1993-07-13 Petroleum Energy Center Catalyst composition for catalytic cracking of hydrocarbon oil and process for producing the same
US5191135A (en) 1991-03-25 1993-03-02 Mobil Oil Corporation Aromatics alkylation process
US5177284A (en) * 1991-05-28 1993-01-05 Mobil Oil Corporation Catalysts/process to synthesize alkylated naphthalene synthetic fluids with increased alpha/beta isomers for improving product qualities
US5191134A (en) 1991-07-18 1993-03-02 Mobil Oil Corporation Aromatics alkylation process
US5646082A (en) 1993-06-24 1997-07-08 Cosmo Research Institute Crystalline aluminosilicate, process for producing the same, and catalyst employing the same for catalytic cracking of hydrocarbon oil
US5457254A (en) 1993-12-27 1995-10-10 Mobil Oil Corporation Naphthalene alkylation process using mixed H/NH3 form catalyst
US5629463A (en) 1993-12-23 1997-05-13 Mobil Oil Corporation Naphthalene alkylation with RE and mixed H/NH3 form catalyst
US5980859A (en) * 1994-08-18 1999-11-09 Uop Llc Modified zeolite beta processes for preparation
FR2769856B1 (fr) 1997-10-20 1999-12-03 Inst Francais Du Petrole Catalyseur et procede d'hydrocraquage de coupes hydrocarbonees
FR2778345B1 (fr) 1998-05-06 2000-11-24 Inst Francais Du Petrole Catalyseur a base de zeolithe y contenant du bore et/ou du silicium, utilisable en hydrocraquage
WO2000018707A1 (en) 1998-10-01 2000-04-06 Solutia Inc. ALKYLATION OF AROMATIC COMPOUNDS WITH α-OLEFINS USING ZEOLITE CATALYSTS

Also Published As

Publication number Publication date
EP1272444A1 (en) 2003-01-08
US6747182B2 (en) 2004-06-08
WO2001072668A1 (en) 2001-10-04
US20020049359A1 (en) 2002-04-25
CA2401376A1 (en) 2001-10-04
DE60125341D1 (de) 2007-02-01
AU2001245962A1 (en) 2001-10-08
JP2003528835A (ja) 2003-09-30
EP1272444B1 (en) 2006-12-20

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Effective date: 20170322