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
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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
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Evonik Operations GmbH
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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

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  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (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 2019-11-14
EP19209088.4 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 (https=)
EP (1) EP4058424B1 (https=)
JP (1) JP2023501643A (https=)
KR (1) KR20220098209A (https=)
CN (1) CN114761372A (https=)
BR (1) BR112022009333A2 (https=)
CA (1) CA3157752C (https=)
WO (1) WO2021094162A1 (https=)

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
EP4573073A1 (de) * 2022-08-16 2025-06-25 Evonik Oxeno GmbH & Co. KG Verfahren zur isomerisierung von olefinen
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
EP0396763A4 (en) * 1988-09-27 1991-04-17 Mitsubishi Kasei Polytec Company Process for producing internal olefin
DE69611028T2 (de) 1996-01-30 2001-07-19 Bp Amoco Corp., Chicago Verfahren zur Isomerisierung von Olefinen
WO1998021170A1 (en) 1996-11-13 1998-05-22 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
DE102011005608A1 (de) 2011-03-16 2012-09-20 Evonik Oxeno Gmbh Mischoxidzusammensetzungen und Verfahren zur Herstellung von Isoolefinen
EP2500090B1 (de) 2011-03-16 2016-07-13 Evonik Degussa GmbH Silicium-Aluminium-Mischoxidpulver
WO2019118230A1 (en) * 2017-12-14 2019-06-20 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
WO2021094162A1 (en) 2021-05-20
EP4058424B1 (en) 2025-01-01
CA3157752A1 (en) 2021-05-20
EP4058424A1 (en) 2022-09-21
BR112022009333A2 (pt) 2022-08-09
KR20220098209A (ko) 2022-07-11
CN114761372A (zh) 2022-07-15
US20220380276A1 (en) 2022-12-01
US12024488B2 (en) 2024-07-02
JP2023501643A (ja) 2023-01-18

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