WO2011096993A8 - Dehydrogenation process - Google Patents

Dehydrogenation process Download PDF

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Publication number
WO2011096993A8
WO2011096993A8 PCT/US2010/061012 US2010061012W WO2011096993A8 WO 2011096993 A8 WO2011096993 A8 WO 2011096993A8 US 2010061012 W US2010061012 W US 2010061012W WO 2011096993 A8 WO2011096993 A8 WO 2011096993A8
Authority
WO
WIPO (PCT)
Prior art keywords
cyclohexanone
dehydrogenation
feed
dehydrogenation process
phenol
Prior art date
Application number
PCT/US2010/061012
Other languages
French (fr)
Other versions
WO2011096993A3 (en
WO2011096993A2 (en
Inventor
Teng Xu
Edward A. Lemon, Jr.
Wenyih Frank Lai
George H. Gamble
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.
Priority to US13/511,453 priority Critical patent/US20120316365A1/en
Priority to CN2010800610233A priority patent/CN102695693A/en
Publication of WO2011096993A2 publication Critical patent/WO2011096993A2/en
Publication of WO2011096993A3 publication Critical patent/WO2011096993A3/en
Publication of WO2011096993A8 publication Critical patent/WO2011096993A8/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/08Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by decomposition of hydroperoxides, e.g. cumene hydroperoxide
    • 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
    • B01J29/041Mesoporous materials having base exchange properties, e.g. Si/Al-MCM-41
    • 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
    • B01J29/041Mesoporous materials having base exchange properties, e.g. Si/Al-MCM-41
    • B01J29/042Mesoporous materials having base exchange properties, e.g. Si/Al-MCM-41 containing iron group metals, noble metals or copper
    • B01J29/043Noble metals
    • 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
    • B01J37/02Impregnation, coating or precipitation
    • B01J37/0201Impregnation
    • B01J37/0205Impregnation in several steps
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/74Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition with simultaneous hydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/06Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
    • C07C37/07Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation with simultaneous reduction of C=O group in that ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00Preparation of peroxy compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/53Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides
    • 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
    • C07C2529/70Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/52Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

In a process for the dehydrogenation of cyclohexanone to produce phenol, a feed comprising cyclohexanone is contacted with a catalyst comprising an inorganic, crystalline, mesoporous support material and a hydrogenation-dehydrogenation component under dehydrogenation conditions effective to convert at least part of the cyclohexanone in the feed into phenol and hydrogen.
PCT/US2010/061012 2010-02-05 2010-12-17 Dehydrogenation process WO2011096993A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US13/511,453 US20120316365A1 (en) 2010-02-05 2010-12-17 Dehydrogenation Process
CN2010800610233A CN102695693A (en) 2010-02-05 2010-12-17 Dehydrogenation process

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US30178010P 2010-02-05 2010-02-05
US61/301,780 2010-02-05

Publications (3)

Publication Number Publication Date
WO2011096993A2 WO2011096993A2 (en) 2011-08-11
WO2011096993A3 WO2011096993A3 (en) 2011-09-29
WO2011096993A8 true WO2011096993A8 (en) 2011-11-17

Family

ID=44120878

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2010/061012 WO2011096993A2 (en) 2010-02-05 2010-12-17 Dehydrogenation process

Country Status (2)

Country Link
CN (1) CN102695693A (en)
WO (1) WO2011096993A2 (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102740965A (en) 2010-02-05 2012-10-17 埃克森美孚化学专利公司 Dehydrogenation process
SG181657A1 (en) 2010-02-05 2012-07-30 Exxonmobil Chem Patents Inc Dehydrogenation process
WO2012082407A1 (en) 2010-12-17 2012-06-21 Exxonmobil Chemical Patents Inc. Dehydrogenation catalyst and process
EP2691359A1 (en) 2011-03-28 2014-02-05 Exxonmobil Chemical Patents Inc. Dehydrogenation process
US9534104B2 (en) 2013-01-28 2017-01-03 Exxonmobil Chemical Patents Inc. Plasticizer blends and use thereof
US9085669B2 (en) 2013-01-28 2015-07-21 Exxonmobil Chemical Patents Inc. Alkyl aromatic hydroalkylation for the production of plasticizers
US9663417B2 (en) 2013-03-14 2017-05-30 Exxonmobil Chemical Patents Inc. Methyl-substituted biphenyl compounds, their production and their use in the manufacture of plasticizers
US9328053B2 (en) 2013-03-14 2016-05-03 Exxonmobil Chemical Patents Inc. Methyl-substituted biphenyl compounds, their production and their use in the manufacture of plasticizers
CN105050985A (en) 2013-03-14 2015-11-11 埃克森美孚化学专利公司 Methyl-substituted biphenyl compounds, their production and their use in the manufacture of plasticizers
US9725377B2 (en) 2013-03-14 2017-08-08 Exxonmobil Chemical Patents Inc. Hydroalkylation catalyst and process for use thereof
WO2014159100A1 (en) * 2013-03-14 2014-10-02 Exxonmobil Chemical Patents Inc. (methylcyclohexyl)toluene isomer mixtures, their production and their use in the manufacture of plasticizers
EP2970045A4 (en) * 2013-03-14 2016-03-09 Exxonmobil Chem Patents Inc Methyl-substituted biphenyl compounds, their production and their use in the manufacture of plasticizers
US9896393B2 (en) 2014-06-13 2018-02-20 Exxonmobil Chemical Patents Inc. Process for preparing dialkylbiphenyl isomer mixtures
SG11201700415UA (en) 2014-08-15 2017-02-27 Exxonmobil Chemical Patents Inc Process and system for making cyclohexanone
WO2016025218A1 (en) 2014-08-15 2016-02-18 Exxonmobil Chemical Patents Inc. Process and system for making cyclohexanone
JP2017523199A (en) * 2014-08-15 2017-08-17 エクソンモービル ケミカル パテンツ インコーポレイテッド Method and system for producing cyclohexanone
US9938218B2 (en) 2014-08-15 2018-04-10 Exxonmobil Chemical Patents Inc. Process and system for making cyclohexanone
SG11201701945RA (en) 2014-09-30 2017-04-27 Exxonmobil Chemical Patents Inc Process for making cyclohexanone
WO2016053466A1 (en) 2014-09-30 2016-04-07 Exxonmobil Chemical Patents Inc. Process for making cyclohexanone
US9758447B2 (en) 2014-10-24 2017-09-12 Exxonmobil Chemical Patents Inc. Activation of dehydrogenation catalysts
US9856186B2 (en) 2014-12-19 2018-01-02 Exxonmobil Chemical Patents Inc. Production and use of dialkylbiphenyl isomer mixtures

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1499878A (en) * 1965-12-08 1967-11-03 Inst Francais Du Petrole Process for the manufacture of phenol by catalytic dehydrogenation of cyclohexanol, cyclohexanone or mixtures thereof
US4021490A (en) 1975-10-14 1977-05-03 Phillips Petroleum Company Process for production of phenol and cyclohexanone
US4019965A (en) 1976-07-20 1977-04-26 Phillips Petroleum Company Separation of phenol, cyclohexanone, and cyclohexylbenzene containing mixtures employing dialkyl and dicycloalkyl phthalates
US4016049A (en) 1976-07-28 1977-04-05 Phillips Petroleum Company Separation of phenol-cyclohexanone azeotrope by extractive distillation with adipic acid diester
US4115204A (en) 1977-07-21 1978-09-19 Phillips Petroleum Company Separation of phenol-, cyclohexanone-, and cyclohexylbenzene-containing mixtures employing an N,N-disubstituted amide
US4115206A (en) 1977-07-21 1978-09-19 Phillips Petroleum Company Separation of phenol-, cyclohexanone-, and cyclohexylbenzene-containing mixtures employing an organic carbonate
US4115205A (en) 1977-07-21 1978-09-19 Phillips Petroleum Company Separation of phenol-, cyclohexanone-, and cyclohexylbenzene-containing mixtures employing an N-substituted lactam
US4115207A (en) 1977-07-27 1978-09-19 Phillips Petroleum Company Separation of phenol-, cyclohexanone-, and cyclohexylbenzene-containing mixtures employing a trisubstituted phosphate
US4167456A (en) 1978-10-06 1979-09-11 Phillips Petroleum Co. Extractive distillation to separate cyclohexylbenzene from phenol-cyclohexanone mixture containing the same
US4201632A (en) 1978-12-20 1980-05-06 Phillips Petroleum Company Separation of phenol-, cyclohexanone-, and cyclohexylbenzene-containing mixtures employing a nitrile as extraction distillation solvent
US4230638A (en) 1979-05-04 1980-10-28 Phillips Petroleum Company Separation of cyclohexylbenzene from a cyclohexylbenzene-cyclohexanone-phenol admixture
JPH01146837A (en) 1987-12-03 1989-06-08 Mitsui Petrochem Ind Ltd Method for dehydrating cyclohexenone
US5304363A (en) 1990-01-25 1994-04-19 Mobil Oil Corp. Porous materials
US5102643A (en) 1990-01-25 1992-04-07 Mobil Oil Corp. Composition of synthetic porous crystalline material, its synthesis
US5198203A (en) 1990-01-25 1993-03-30 Mobil Oil Corp. Synthetic mesoporous crystalline material
US5232580A (en) * 1991-06-21 1993-08-03 Mobil Oil Corporation Catalytic process for hydrocarbon cracking using synthetic mesoporous crystalline material
US6417135B1 (en) * 1999-08-27 2002-07-09 Huntsman Petrochemical Corporation Advances in dehydrogenation catalysis
DE10018724A1 (en) * 2000-04-15 2001-10-25 Inst Brennstoffchemie Und Phys Production of olefins, used in production of e.g. plastics, rubber, detergent, antiknock fuel, aminoacid or vitamin, uses zeolite containing titanium or metal-doped silicon-rich hexagonal mesoporous material for dehydrogenation of alkanes
DE60319940T2 (en) * 2002-12-10 2008-06-26 Haldor Topsoe A/S Process for catalytic dehydrogenation and catalyst therefor
US7285512B2 (en) 2004-08-31 2007-10-23 Exxonmobile Research And Engineering Company Selective hydrodesulfurization catalyst
EP1827681A4 (en) 2004-11-17 2011-05-11 Hyperion Catalysis Int Method for preparing catalyst supports and supported catalysts from single walled carbon nanotubes
CN102015588B (en) 2008-04-25 2013-09-25 埃克森美孚化学专利公司 Process for producing phenol and/or cyclohexanone
CN102015604A (en) * 2008-05-01 2011-04-13 埃克森美孚化学专利公司 Process for producing cyclohexanone

Also Published As

Publication number Publication date
WO2011096993A3 (en) 2011-09-29
CN102695693A (en) 2012-09-26
WO2011096993A2 (en) 2011-08-11

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