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FR3112775B1 - Procédé d’oligomérisation mettant en oeuvre un recycle du ciel gazeux - Google Patents

Procédé d’oligomérisation mettant en oeuvre un recycle du ciel gazeux Download PDF

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Publication number
FR3112775B1
FR3112775B1 FR2007845A FR2007845A FR3112775B1 FR 3112775 B1 FR3112775 B1 FR 3112775B1 FR 2007845 A FR2007845 A FR 2007845A FR 2007845 A FR2007845 A FR 2007845A FR 3112775 B1 FR3112775 B1 FR 3112775B1
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FR
France
Prior art keywords
oligomerization
recycling
implementing
gaseous sky
olefins
Prior art date
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Application number
FR2007845A
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English (en)
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FR3112775A1 (fr
Inventor
Frédéric Augier
Alexandre Vonner
Raimundo Pedro Maximiano
Lionel Magna
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IFP Energies Nouvelles IFPEN
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IFP Energies Nouvelles IFPEN
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.)
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Priority to FR2007845A priority Critical patent/FR3112775B1/fr
Application filed by IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Priority to BR112023000778A priority patent/BR112023000778A2/pt
Priority to CA3185210A priority patent/CA3185210A1/fr
Priority to CN202180065183.3A priority patent/CN116390807A/zh
Priority to JP2023504537A priority patent/JP2023534743A/ja
Priority to KR1020237005783A priority patent/KR20230042484A/ko
Priority to EP21743172.5A priority patent/EP4185402A1/fr
Priority to PCT/EP2021/069449 priority patent/WO2022017869A1/fr
Priority to AU2021314488A priority patent/AU2021314488A1/en
Priority to US18/017,184 priority patent/US12157712B2/en
Priority to TW110126813A priority patent/TW202212295A/zh
Publication of FR3112775A1 publication Critical patent/FR3112775A1/fr
Application granted granted Critical
Publication of FR3112775B1 publication Critical patent/FR3112775B1/fr
Priority to SA523442275A priority patent/SA523442275B1/ar
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08Catalytic processes
    • C07C2/24Catalytic processes with 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
    • B01J10/00Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor
    • B01J10/002Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor carried out in foam, aerosol or bubbles
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J10/00Chemical processes in general for reacting liquid with gaseous media other than in the presence of solid particles, or apparatus specially adapted therefor
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/0006Controlling or regulating processes
    • B01J19/0013Controlling the temperature of the process
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • B01J19/245Stationary reactors without moving elements inside placed in series
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J19/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J19/24Stationary reactors without moving elements inside
    • B01J19/2455Stationary reactors without moving elements inside provoking a loop type movement of the reactants
    • B01J19/2465Stationary reactors without moving elements inside provoking a loop type movement of the reactants externally, i.e. the mixture leaving the vessel and subsequently re-entering it
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J4/00Feed or outlet devices; Feed or outlet control devices
    • B01J4/001Feed or outlet devices as such, e.g. feeding tubes
    • B01J4/004Sparger-type elements
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08Catalytic processes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08Catalytic processes
    • C07C2/26Catalytic processes with hydrides or organic compounds
    • C07C2/32Catalytic processes with hydrides or organic compounds as complexes, e.g. acetyl-acetonates
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00002Chemical plants
    • B01J2219/00027Process aspects
    • B01J2219/00033Continuous 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
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049Controlling or regulating processes
    • B01J2219/00051Controlling the temperature
    • B01J2219/00074Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00087Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2219/00Chemical, physical or physico-chemical processes in general; Their relevant apparatus
    • B01J2219/00049Controlling or regulating processes
    • B01J2219/00051Controlling the temperature
    • B01J2219/00074Controlling the temperature by indirect heating or cooling employing heat exchange fluids
    • B01J2219/00105Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling
    • B01J2219/0011Controlling the temperature by indirect heating or cooling employing heat exchange fluids part or all of the reactants being heated or cooled outside the reactor while recycling involving reactant liquids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16Catalysts 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
    • C07C2523/24Chromium, molybdenum or tungsten
    • C07C2523/26Chromium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Engineering & Computer Science (AREA)
  • Combustion & Propulsion (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

La présente invention concerne un procédé d’oligomérisation mis en œuvre dans un enchaînement d’au moins deux réacteurs gaz/liquide disposés en série comprenant au moins une boucle de recycle du ciel gazeux. En particulier, le procédé concerne l’oligomérisation de l’éthylène en alpha-oléfines linéaires tel que le 1-butène, le 1-héxène, le 1-octène ou un mélange d’alpha-oléfines linéaires.
FR2007845A 2020-07-24 2020-07-24 Procédé d’oligomérisation mettant en oeuvre un recycle du ciel gazeux Active FR3112775B1 (fr)

Priority Applications (12)

Application Number Priority Date Filing Date Title
FR2007845A FR3112775B1 (fr) 2020-07-24 2020-07-24 Procédé d’oligomérisation mettant en oeuvre un recycle du ciel gazeux
AU2021314488A AU2021314488A1 (en) 2020-07-24 2021-07-13 Oligomerization process implementing the recycling of the gas headspace
CN202180065183.3A CN116390807A (zh) 2020-07-24 2021-07-13 使用气体顶部空间再循环的低聚方法
JP2023504537A JP2023534743A (ja) 2020-07-24 2021-07-13 ガスヘッドスペースリサイクリングを用いるオリゴマー化方法
KR1020237005783A KR20230042484A (ko) 2020-07-24 2021-07-13 기체 헤드스페이스 재순환을 이용한 올리고머화 공정
EP21743172.5A EP4185402A1 (fr) 2020-07-24 2021-07-13 Procede d'oligomerisation mettant en oeuvre un recycle du ciel gazeux
BR112023000778A BR112023000778A2 (pt) 2020-07-24 2021-07-13 Processo de oligomerização usando reciclagem de headspace gasoso
CA3185210A CA3185210A1 (fr) 2020-07-24 2021-07-13 Procede d'oligomerisation mettant en oeuvre un recycle du ciel gazeux
US18/017,184 US12157712B2 (en) 2020-07-24 2021-07-13 Oligomerization process implementing the recycling of the gas headspace
PCT/EP2021/069449 WO2022017869A1 (fr) 2020-07-24 2021-07-13 Procede d'oligomerisation mettant en œuvre un recycle du ciel gazeux
TW110126813A TW202212295A (zh) 2020-07-24 2021-07-21 使用氣體頂隙回收之寡聚方法
SA523442275A SA523442275B1 (ar) 2020-07-24 2023-01-24 عملية أوليجميرية تنفذ إعادة تدوير الفراغ الرأسي للغاز

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2007845 2020-07-24
FR2007845A FR3112775B1 (fr) 2020-07-24 2020-07-24 Procédé d’oligomérisation mettant en oeuvre un recycle du ciel gazeux

Publications (2)

Publication Number Publication Date
FR3112775A1 FR3112775A1 (fr) 2022-01-28
FR3112775B1 true FR3112775B1 (fr) 2022-07-01

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
FR2007845A Active FR3112775B1 (fr) 2020-07-24 2020-07-24 Procédé d’oligomérisation mettant en oeuvre un recycle du ciel gazeux

Country Status (12)

Country Link
US (1) US12157712B2 (fr)
EP (1) EP4185402A1 (fr)
JP (1) JP2023534743A (fr)
KR (1) KR20230042484A (fr)
CN (1) CN116390807A (fr)
AU (1) AU2021314488A1 (fr)
BR (1) BR112023000778A2 (fr)
CA (1) CA3185210A1 (fr)
FR (1) FR3112775B1 (fr)
SA (1) SA523442275B1 (fr)
TW (1) TW202212295A (fr)
WO (1) WO2022017869A1 (fr)

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2552079B1 (fr) 1983-09-20 1986-10-03 Inst Francais Du Petrole Procede ameliore de synthese du butene-1 par dimerisation de l'ethylene
EP1777208B1 (fr) * 2005-10-20 2010-02-03 Saudi Basic Industries Corporation Procédé d'oligomérisation d'éthylène et réacteur à cet effet avec dispositif de refroidissement
WO2009060342A2 (fr) * 2007-11-07 2009-05-14 Sasol Technology (Proprietary) Limited Procédé de polymérisation ou d'oligomérisation d'un hydrocarbure
DE102010006589A1 (de) * 2010-02-02 2011-08-04 Linde Aktiengesellschaft, 80331 Verfahren zur Herstellung linearer a-Olefine
FR2984311B1 (fr) 2011-12-20 2015-01-30 IFP Energies Nouvelles Procede de production d'octenes mettant en oeuvre la dimerisation de l'ethylene en butenes et la dimerisation des butenes en octenes
CN104010997A (zh) * 2011-12-22 2014-08-27 埃克森美孚化学专利公司 使催化剂成分减活的方法以及装置
KR102074753B1 (ko) * 2012-05-09 2020-02-07 사솔 테크날러지 (프로프라이어터리) 리미티드 적어도 하나의 공단량체 생성물을 형성하기 위한 탄화수소 올리고머화 방법
EP2738151B8 (fr) * 2012-11-28 2014-12-17 Saudi Basic Industries Corporation Procédé d'oligomérisation de l'éthylène
FR3019064B1 (fr) 2014-03-25 2020-02-28 IFP Energies Nouvelles Nouvelle composition catalytique et procede pour l'oligomerisation de l'ethylene en hexene-1
FR3023183A1 (fr) 2014-07-04 2016-01-08 IFP Energies Nouvelles Composition catalytique et procede de dimerisation selective de l'ethylene en butene-1
US10626063B2 (en) * 2014-07-18 2020-04-21 Sabic Global Technologies B.V. Catalyst composition and process for preparing linear alph olefins
KR101749542B1 (ko) * 2015-09-03 2017-06-21 한택규 에틸렌의 선택적 올리고머화 반응 공정
FR3042989A1 (fr) 2015-10-30 2017-05-05 Ifp Energies Now Nouvelle composition catalytique a base de nickel en presence d'un activateur specifique et son utilisation dans un procede d'oligomerisation des olefines
FR3045414B1 (fr) 2015-12-18 2019-12-27 IFP Energies Nouvelles Nouvelle composition catalytique a base de nickel et de ligand de type phosphine et d'une base de lewis et son utilisation dans un procede d'oligomerisation des olefines
EP3562579A1 (fr) * 2016-12-30 2019-11-06 SABIC Global Technologies B.V. Procédé de régulation de température dans un réacteur à colonne à bulles pour la production sélective de 1-hexène
FR3068620B1 (fr) 2017-07-10 2020-06-26 IFP Energies Nouvelles Procede d’oligomerisation mettant en oeuvre un dispositf reactionnel comprenant un moyen de dispersion
FR3068621B1 (fr) 2017-07-10 2020-06-26 IFP Energies Nouvelles Procede d’oligomerisation mettant en oeuvre un vortex
US20210009486A1 (en) * 2018-03-23 2021-01-14 Exxonmobil Chemical Patents Inc. Linear Alpha Olefin Processes

Also Published As

Publication number Publication date
EP4185402A1 (fr) 2023-05-31
CN116390807A (zh) 2023-07-04
SA523442275B1 (ar) 2024-06-24
US12157712B2 (en) 2024-12-03
KR20230042484A (ko) 2023-03-28
CA3185210A1 (fr) 2022-01-27
AU2021314488A1 (en) 2023-02-23
US20230286884A1 (en) 2023-09-14
FR3112775A1 (fr) 2022-01-28
WO2022017869A1 (fr) 2022-01-27
TW202212295A (zh) 2022-04-01
BR112023000778A2 (pt) 2023-02-07
JP2023534743A (ja) 2023-08-10

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