WO2008136280A1 - オレフィンの製造方法 - Google Patents

オレフィンの製造方法 Download PDF

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Publication number
WO2008136280A1
WO2008136280A1 PCT/JP2008/057578 JP2008057578W WO2008136280A1 WO 2008136280 A1 WO2008136280 A1 WO 2008136280A1 JP 2008057578 W JP2008057578 W JP 2008057578W WO 2008136280 A1 WO2008136280 A1 WO 2008136280A1
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WO
WIPO (PCT)
Prior art keywords
group
olefin
metal element
element selected
hydrogen gas
Prior art date
Application number
PCT/JP2008/057578
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English (en)
French (fr)
Inventor
Toshihiro Takai
Hirokazu Ikenaga
Makoto Kotani
Shigeaki Fujii
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Mitsui Chemicals, Inc.
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Publication date
Application filed by Mitsui Chemicals, Inc. filed Critical Mitsui Chemicals, Inc.
Priority to US12/597,366 priority Critical patent/US8013200B2/en
Priority to CN2008800132766A priority patent/CN101675015B/zh
Priority to KR1020097021754A priority patent/KR101127676B1/ko
Priority to JP2009512923A priority patent/JP5235873B2/ja
Priority to EP08740633A priority patent/EP2151424A4/en
Publication of WO2008136280A1 publication Critical patent/WO2008136280A1/ja

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    • 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
    • C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
    • C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
    • 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
    • B01J21/10—Magnesium; Oxides or hydroxides thereof
    • 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
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/20—Vanadium, niobium or tantalum
    • 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
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/24—Chromium, molybdenum or tungsten
    • 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
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/24—Chromium, molybdenum or tungsten
    • B01J23/30—Tungsten
    • 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
    • B01J35/19—Catalysts containing parts with different compositions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/02—Alkenes
    • C07C11/06—Propene
    • 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
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/08—Silica
    • 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
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
    • 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
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/32—Manganese, technetium or rhenium
    • B01J23/36—Rhenium
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0201—Impregnation
    • 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
    • C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04—Alumina
    • 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
    • C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • C07C2521/08—Silica
    • 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
    • C07C2521/10—Magnesium; Oxides or hydroxides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/24—Chromium, molybdenum or tungsten
    • C07C2523/30—Tungsten
    • 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

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

Abstract

　本発明のメタセシス反応によるオレフィンの製造方法は、タングステン、モリブデン、レニウム、ニオブ、タンタルおよびバナジウムよりなる群から選ばれる少なくとも一種類の金属元素を含む触媒と、周期律表第Ｉａ族（アルカリ金属）、第IＩａ族（アルカリ土類金属）、第IIｂ族および第IIIａ族よりなる群から選ばれる少なくとも１種の金属元素を含有する塩基性化合物を含む助触媒とを有する触媒層に、水素ガスの存在下に、オレフィンを導入して、該導入したオレフィンとは異なる構造のオレフィンを製造する方法において、上記触媒層を流れるガスの空塔速度を、０．０１～２．０ｍ／秒の範囲内に設定することを特徴としている。本発明によれば、水素ガスの共存によりメタセシス触媒活性を大幅に向上させたまま、副反応によるパラフィンの生成を抑制することができる。
PCT/JP2008/057578 2007-04-27 2008-04-18 オレフィンの製造方法 WO2008136280A1 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US12/597,366 US8013200B2 (en) 2007-04-27 2008-04-18 Process for producing olefins
CN2008800132766A CN101675015B (zh) 2007-04-27 2008-04-18 烯烃的制造方法
KR1020097021754A KR101127676B1 (ko) 2007-04-27 2008-04-18 올레핀의 제조 방법
JP2009512923A JP5235873B2 (ja) 2007-04-27 2008-04-18 オレフィンの製造方法
EP08740633A EP2151424A4 (en) 2007-04-27 2008-04-18 PROCESS FOR PRODUCING OLEFIN

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007118891 2007-04-27
JP2007-118891 2007-04-27

Publications (1)

Publication Number Publication Date
WO2008136280A1 true WO2008136280A1 (ja) 2008-11-13

Family

ID=39943394

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/057578 WO2008136280A1 (ja) 2007-04-27 2008-04-18 オレフィンの製造方法

Country Status (9)

Country Link
US (1) US8013200B2 (ja)
EP (1) EP2151424A4 (ja)
JP (1) JP5235873B2 (ja)
KR (1) KR101127676B1 (ja)
CN (1) CN101675015B (ja)
MY (1) MY146409A (ja)
RU (1) RU2422420C1 (ja)
TW (1) TWI397523B (ja)
WO (1) WO2008136280A1 (ja)

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010024319A1 (ja) * 2008-08-28 2010-03-04 三井化学株式会社 オレフィンの製造方法
WO2011097127A2 (en) * 2010-02-05 2011-08-11 Uop Llc Acid washed silica supported catalysts and their use in olefin metathesis
CN102361840A (zh) * 2009-04-01 2012-02-22 三井化学株式会社 烯烃的制造方法
WO2013118832A1 (ja) * 2012-02-09 2013-08-15 三井化学株式会社 オレフィンの製造方法
US20130245348A1 (en) * 2010-03-15 2013-09-19 Total Research & Technology Feluy Production of propylene via simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts followed by metathesis
WO2014054185A1 (ja) * 2012-10-06 2014-04-10 クラリアント触媒株式会社 オレフィンメタセシス反応用混合触媒およびその製造方法並びにそれを用いたプロピレン製造方法
JP2018520863A (ja) * 2015-07-02 2018-08-02 サウジ アラビアン オイル カンパニーＳａｕｄｉ Ａｒａｂｉａｎ Ｏｉｌ Ｃｏｍｐａｎｙ メソポーラスシリカフォームメタセシス触媒を使用するプロピレン生成
JP2018527304A (ja) * 2015-07-02 2018-09-20 サウジ アラビアン オイル カンパニーＳａｕｄｉ Ａｒａｂｉａｎ Ｏｉｌ Ｃｏｍｐａｎｙ プロピレン生成のための二元触媒系
US10550048B2 (en) 2017-01-20 2020-02-04 Saudi Arabian Oil Company Multiple-stage catalyst system for self-metathesis with controlled isomerization and cracking
US10919822B2 (en) 2017-01-20 2021-02-16 Saudi Arabian Oil Company Dual catalyst processes and systems for propylene production
US10934231B2 (en) 2017-01-20 2021-03-02 Saudi Arabian Oil Company Multiple-stage catalyst systems and processes for propene production
US11242300B2 (en) 2018-10-10 2022-02-08 Saudi Arabian Oil Company Catalyst systems that include metal co-catalysts for the production of propylene
US11242299B2 (en) 2018-10-10 2022-02-08 Saudi Arabian Oil Company Catalyst systems that include metal oxide co-catalysts for the production of propylene
US11339332B2 (en) 2020-01-29 2022-05-24 Saudi Arabian Oil Company Systems and processes integrating fluidized catalytic cracking with metathesis for producing olefins
US11572516B2 (en) 2020-03-26 2023-02-07 Saudi Arabian Oil Company Systems and processes integrating steam cracking with dual catalyst metathesis for producing olefins
US11845705B2 (en) 2021-08-17 2023-12-19 Saudi Arabian Oil Company Processes integrating hydrocarbon cracking with metathesis for producing propene

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101687182B (zh) * 2007-07-26 2012-06-27 三井化学株式会社 复分解催化剂的再活化方法及含有该再活化工序的烯烃类的制造方法
US9352270B2 (en) 2011-04-11 2016-05-31 ADA-ES, Inc. Fluidized bed and method and system for gas component capture
IN2015DN02082A (ja) 2012-09-20 2015-08-14 Ada Es Inc
WO2014123972A1 (en) * 2013-02-08 2014-08-14 Lyondell Chemical Technology, L.P. Propylene production process
CN104557398B (zh) * 2013-10-28 2017-08-11 中国石油化工股份有限公司 碳五生产丙烯的方法
CN104549225B (zh) * 2013-10-28 2017-06-20 中国石油化工股份有限公司 烯烃歧化催化剂
EP2891643A1 (en) * 2014-01-02 2015-07-08 Borealis AG Process for obtaining olefins by metathesis
CN105585401A (zh) * 2014-10-24 2016-05-18 中国石油化工股份有限公司 生产丙烯的方法
KR102276507B1 (ko) 2014-10-28 2021-07-13 에스엠에이치 코.,엘티디. 혼합 금속 산화물-제올라이트 담체 상의 복분해 촉매 및 그것의 사용을 위한 방법

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See also references of EP2151424A4

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8299313B2 (en) 2008-08-28 2012-10-30 Mitsui Chemicals, Inc. Olefin production process
CN102131752A (zh) * 2008-08-28 2011-07-20 三井化学株式会社 烯烃制造方法
WO2010024319A1 (ja) * 2008-08-28 2010-03-04 三井化学株式会社 オレフィンの製造方法
JP5385972B2 (ja) * 2009-04-01 2014-01-08 三井化学株式会社 オレフィンの製造方法
CN102361840A (zh) * 2009-04-01 2012-02-22 三井化学株式会社 烯烃的制造方法
JPWO2010113993A1 (ja) * 2009-04-01 2012-10-11 三井化学株式会社 オレフィンの製造方法
WO2011097127A3 (en) * 2010-02-05 2011-12-08 Uop Llc Acid washed silica supported catalysts and their use in olefin metathesis
WO2011097127A2 (en) * 2010-02-05 2011-08-11 Uop Llc Acid washed silica supported catalysts and their use in olefin metathesis
US20130245348A1 (en) * 2010-03-15 2013-09-19 Total Research & Technology Feluy Production of propylene via simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts followed by metathesis
US9260355B2 (en) * 2010-03-15 2016-02-16 Total Research & Technology Feluy Production of propylene via simultaneous dehydration and skeletal isomerisation of isobutanol on acid catalysts followed by metathesis
WO2013118832A1 (ja) * 2012-02-09 2013-08-15 三井化学株式会社 オレフィンの製造方法
JPWO2013118832A1 (ja) * 2012-02-09 2015-05-11 三井化学株式会社 オレフィンの製造方法
WO2014054185A1 (ja) * 2012-10-06 2014-04-10 クラリアント触媒株式会社 オレフィンメタセシス反応用混合触媒およびその製造方法並びにそれを用いたプロピレン製造方法
US10328417B2 (en) 2012-10-06 2019-06-25 Clariant Catalysts (Japan) K.K. Catalyst mixture for olefin metathesis reactions, method of producing same, and method of producing propylene using same
JP2018527304A (ja) * 2015-07-02 2018-09-20 サウジ アラビアン オイル カンパニーＳａｕｄｉ Ａｒａｂｉａｎ Ｏｉｌ Ｃｏｍｐａｎｙ プロピレン生成のための二元触媒系
US10532347B2 (en) 2015-07-02 2020-01-14 Saudi Arabian Oil Company Dual catalyst system for propylene production
US10583423B2 (en) 2015-07-02 2020-03-10 Saudi Arabian Oil Company Dual catalyst system for propylene production
JP2018520863A (ja) * 2015-07-02 2018-08-02 サウジ アラビアン オイル カンパニーＳａｕｄｉ Ａｒａｂｉａｎ Ｏｉｌ Ｃｏｍｐａｎｙ メソポーラスシリカフォームメタセシス触媒を使用するプロピレン生成
US11242297B2 (en) 2017-01-20 2022-02-08 Saudi Arabian Oil Company Multiple-stage catalyst system for self-metathesis with controlled isomerization and cracking
US10550048B2 (en) 2017-01-20 2020-02-04 Saudi Arabian Oil Company Multiple-stage catalyst system for self-metathesis with controlled isomerization and cracking
US10919822B2 (en) 2017-01-20 2021-02-16 Saudi Arabian Oil Company Dual catalyst processes and systems for propylene production
US10934231B2 (en) 2017-01-20 2021-03-02 Saudi Arabian Oil Company Multiple-stage catalyst systems and processes for propene production
US11242300B2 (en) 2018-10-10 2022-02-08 Saudi Arabian Oil Company Catalyst systems that include metal co-catalysts for the production of propylene
US11242299B2 (en) 2018-10-10 2022-02-08 Saudi Arabian Oil Company Catalyst systems that include metal oxide co-catalysts for the production of propylene
US11339332B2 (en) 2020-01-29 2022-05-24 Saudi Arabian Oil Company Systems and processes integrating fluidized catalytic cracking with metathesis for producing olefins
US11572516B2 (en) 2020-03-26 2023-02-07 Saudi Arabian Oil Company Systems and processes integrating steam cracking with dual catalyst metathesis for producing olefins
US11939540B2 (en) 2020-03-26 2024-03-26 Saudi Arabian Oil Company Systems and processes integrating steam cracking with dual catalyst metathesis for producing olefins
US11845705B2 (en) 2021-08-17 2023-12-19 Saudi Arabian Oil Company Processes integrating hydrocarbon cracking with metathesis for producing propene

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Publication number Publication date
CN101675015B (zh) 2013-09-18
US8013200B2 (en) 2011-09-06
KR20090122393A (ko) 2009-11-27
JP5235873B2 (ja) 2013-07-10
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TW200904794A (en) 2009-02-01
US20100063339A1 (en) 2010-03-11
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EP2151424A1 (en) 2010-02-10
MY146409A (en) 2012-08-15
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