CA3157752C - Process for heterogeneous isomerization of alpha-olefins - Google Patents

Process for heterogeneous isomerization of alpha-olefins Download PDF

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Publication number
CA3157752C
CA3157752C CA3157752A CA3157752A CA3157752C CA 3157752 C CA3157752 C CA 3157752C CA 3157752 A CA3157752 A CA 3157752A CA 3157752 A CA3157752 A CA 3157752A CA 3157752 C CA3157752 C CA 3157752C
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CA
Canada
Prior art keywords
alpha
olefins
catalyst
silicon
reaction
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.)
Active
Application number
CA3157752A
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English (en)
French (fr)
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CA3157752A1 (en
Inventor
Jens Elsner
Horst-Werner Zanthoff
Fikri SEN
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.)
Evonik Operations GmbH
Original Assignee
Evonik Operations GmbH
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
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Publication of CA3157752A1 publication Critical patent/CA3157752A1/en
Application granted granted Critical
Publication of CA3157752C publication Critical patent/CA3157752C/en
Active legal-status Critical Current
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
    • C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds
    • C07C5/25—Migration of carbon-to-carbon double bonds
    • C07C5/2506—Catalytic processes
    • C07C5/2512—Catalytic processes with metal oxides
    • 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
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61—Surface area
    • B01J35/613—10-100 m2/g
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/12—Silica and alumina
    • 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
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61—Surface area
    • B01J35/615—100-500 m2/g
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/02—Alkenes
    • 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
    • C10G45/00—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds
    • C10G45/58—Refining of hydrocarbon oils using hydrogen or hydrogen-generating compounds to change the structural skeleton of some of the hydrocarbon content without cracking the other hydrocarbons present, e.g. lowering pour point; Selective hydrocracking of normal paraffins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/12—Silica and alumina
    • 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)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
CA3157752A 2019-11-14 2020-11-04 Process for heterogeneous isomerization of alpha-olefins Active CA3157752C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP19209088.4 2019-11-14
EP19209088 2019-11-14
PCT/EP2020/080935 WO2021094162A1 (en) 2019-11-14 2020-11-04 Process for heterogeneous isomerization of alpha-olefins

Publications (2)

Publication Number Publication Date
CA3157752A1 CA3157752A1 (en) 2021-05-20
CA3157752C true CA3157752C (en) 2024-02-27

Family

ID=68581542

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3157752A Active CA3157752C (en) 2019-11-14 2020-11-04 Process for heterogeneous isomerization of alpha-olefins

Country Status (8)

Country Link
US (1) US12024488B2 (enExample)
EP (1) EP4058424B1 (enExample)
JP (1) JP2023501643A (enExample)
KR (1) KR20220098209A (enExample)
CN (1) CN114761372A (enExample)
BR (1) BR112022009333A2 (enExample)
CA (1) CA3157752C (enExample)
WO (1) WO2021094162A1 (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115057755A (zh) * 2022-07-21 2022-09-16 济宁明升新材料有限公司 一种管式反应器由α-烯烃制备内烯烃的方法
CN119744253A (zh) * 2022-08-16 2025-04-01 赢创奥克森诺有限责任两合公司 烯烃异构化方法
CN116283474B (zh) * 2023-03-03 2025-05-27 常州大学 一种钯催化烯烃迁移的方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990003354A1 (fr) * 1988-09-27 1990-04-05 Mitsubishi Monsanto Chemical Company Procede de production d'olefines internes
EP0787706B1 (en) 1996-01-30 2000-11-22 BP Amoco Corporation Olefin isomerization process
AU5106098A (en) 1996-11-13 1998-06-03 Chevron Chemical Company Llc Process for olefin isomerization
DE19650500A1 (de) 1996-12-05 1998-06-10 Degussa Dotierte, pyrogen hergestellte Oxide
DE19847161A1 (de) 1998-10-14 2000-04-20 Degussa Mittels Aerosol dotiertes pyrogen hergestelltes Siliciumdioxid
JP5173189B2 (ja) * 2003-09-26 2013-03-27 シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー アルファオレフィンの異性化方法およびこれから得られる組成物
US20090163757A1 (en) 2007-12-20 2009-06-25 Gee Jeffery C Linear olefin isomer isomerization using molecular sieve catalysts
US7867959B2 (en) 2008-01-31 2011-01-11 Chevron U.S.A. Inc. Synthesis of diester-based biolubricants from epoxides
EP2500090B1 (de) 2011-03-16 2016-07-13 Evonik Degussa GmbH Silicium-Aluminium-Mischoxidpulver
DE102011005608A1 (de) 2011-03-16 2012-09-20 Evonik Oxeno Gmbh Mischoxidzusammensetzungen und Verfahren zur Herstellung von Isoolefinen
US11261141B2 (en) * 2017-12-14 2022-03-01 Exxonmobil Chemical Patents Inc. Processes for isomerizing alpha olefins
US20200325085A1 (en) * 2019-04-09 2020-10-15 Exxonmobil Chemical Patents Inc. Linear Alpha Olefin Isomerization Using an Ebullated Bed Reactor

Also Published As

Publication number Publication date
KR20220098209A (ko) 2022-07-11
CN114761372A (zh) 2022-07-15
BR112022009333A2 (pt) 2022-08-09
US20220380276A1 (en) 2022-12-01
EP4058424B1 (en) 2025-01-01
WO2021094162A1 (en) 2021-05-20
US12024488B2 (en) 2024-07-02
JP2023501643A (ja) 2023-01-18
EP4058424A1 (en) 2022-09-21
CA3157752A1 (en) 2021-05-20

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