FR3114590B1 - Procédé de deshydrogenation de l’éthanol en reacteur multitubulaire - Google Patents

Procédé de deshydrogenation de l’éthanol en reacteur multitubulaire Download PDF

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Publication number
FR3114590B1
FR3114590B1 FR2009759A FR2009759A FR3114590B1 FR 3114590 B1 FR3114590 B1 FR 3114590B1 FR 2009759 A FR2009759 A FR 2009759A FR 2009759 A FR2009759 A FR 2009759A FR 3114590 B1 FR3114590 B1 FR 3114590B1
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FR
France
Prior art keywords
equal
shell
mpa
heat transfer
transfer fluid
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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
FR2009759A
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English (en)
French (fr)
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FR3114590A1 (fr
Inventor
Jean-Christophe Gabelle
Vincent Coupard
Rejane Dastillung
Mickael Mejean
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.)
Compagnie Generale des Etablissements Michelin SCA
IFP Energies Nouvelles IFPEN
Original Assignee
Compagnie Generale des Etablissements Michelin SCA
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.)
Filing date
Publication date
Priority to FR2009759A priority Critical patent/FR3114590B1/fr
Application filed by Compagnie Generale des Etablissements Michelin SCA, IFP Energies Nouvelles IFPEN filed Critical Compagnie Generale des Etablissements Michelin SCA
Priority to EP21770274.5A priority patent/EP4217335B1/fr
Priority to PCT/EP2021/075135 priority patent/WO2022063620A1/fr
Priority to PL21770274.5T priority patent/PL4217335T3/pl
Priority to KR1020237013933A priority patent/KR20230074244A/ko
Priority to CA3191087A priority patent/CA3191087A1/fr
Priority to HUE21770274A priority patent/HUE071780T2/hu
Priority to CN202180065705.XA priority patent/CN116323539A/zh
Priority to US18/028,280 priority patent/US12577187B2/en
Priority to BR112023005367-6A priority patent/BR112023005367B1/pt
Priority to JP2023518758A priority patent/JP7781149B2/ja
Publication of FR3114590A1 publication Critical patent/FR3114590A1/fr
Application granted granted Critical
Publication of FR3114590B1 publication Critical patent/FR3114590B1/fr
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    • 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
    • B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/06—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds in tube reactors; the solid particles being arranged in tubes
    • B01J8/067—Heating or cooling the reactor
    • 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
    • B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/06—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds in tube reactors; the solid particles being arranged in tubes
    • B01J8/065—Feeding reactive fluids
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen; Reversible storage of hydrogen
    • C01B3/02—Production of hydrogen; Production of gaseous mixtures containing hydrogen
    • C01B3/22—Production of hydrogen; Production of gaseous mixtures containing hydrogen by decomposition of gaseous or liquid organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/207—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms from carbonyl compounds
    • C07C1/2076—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms from carbonyl compounds by a transformation in which at least one -C(=O)- moiety is eliminated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/12—Alkadienes
    • C07C11/16—Alkadienes with four carbon atoms
    • C07C11/167—1, 3-Butadiene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/002—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • C07C47/06—Acetaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/005—Processes comprising at least two steps in series
    • 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
    • B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
    • B01J2208/00008—Controlling the process
    • B01J2208/00017—Controlling the temperature
    • 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
    • B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
    • B01J2208/00008—Controlling the process
    • B01J2208/00539—Pressure
    • 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
    • B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
    • B01J2208/00008—Controlling the process
    • B01J2208/00548—Flow
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
    • C01B2203/02—Processes for making hydrogen or synthesis gas
    • C01B2203/0266—Processes for making hydrogen or synthesis gas containing a decomposition step
    • C01B2203/0277—Processes for making hydrogen or synthesis gas containing a decomposition step containing a catalytic decomposition step
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
    • C01B2203/08—Methods of heating or cooling
    • C01B2203/0805—Methods of heating the process for making hydrogen or synthesis gas
    • C01B2203/0833—Heating by indirect heat exchange with hot fluids, other than combustion gases, product gases or non-combustive exothermic reaction product gases
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
    • C01B2203/10—Catalysts for performing the hydrogen forming reactions
    • C01B2203/1041—Composition of the catalyst
    • C01B2203/1076—Copper or zinc-based catalysts
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
    • C01B2203/10—Catalysts for performing the hydrogen forming reactions
    • C01B2203/1041—Composition of the catalyst
    • C01B2203/1082—Composition of support materials
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
    • C01B2203/12—Feeding the process for making hydrogen or synthesis gas
    • C01B2203/1205—Composition of the feed
    • C01B2203/1211—Organic compounds or organic mixtures used in the process for making hydrogen or synthesis gas
    • C01B2203/1217—Alcohols
    • C01B2203/1229—Ethanol
    • 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
    • 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
    • C07C2523/20—Vanadium, niobium or tantalum

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Inorganic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
FR2009759A 2020-09-25 2020-09-25 Procédé de deshydrogenation de l’éthanol en reacteur multitubulaire Active FR3114590B1 (fr)

Priority Applications (11)

Application Number Priority Date Filing Date Title
FR2009759A FR3114590B1 (fr) 2020-09-25 2020-09-25 Procédé de deshydrogenation de l’éthanol en reacteur multitubulaire
US18/028,280 US12577187B2 (en) 2020-09-25 2021-09-13 Process for the dehydrogenation of ethanol in a multitubular reactor
PL21770274.5T PL4217335T3 (pl) 2020-09-25 2021-09-13 Sposób odwodornienia etanolu w reaktorze wielorurowym
KR1020237013933A KR20230074244A (ko) 2020-09-25 2021-09-13 다관형 반응기에서 에탄올의 탈수소화 방법
CA3191087A CA3191087A1 (fr) 2020-09-25 2021-09-13 Procede de deshydrogenation de l'ethanol en reacteur multitubulaire
HUE21770274A HUE071780T2 (hu) 2020-09-25 2021-09-13 Eljárás etanol dehidrogénezésére többcsöves reaktorban
EP21770274.5A EP4217335B1 (fr) 2020-09-25 2021-09-13 Procédé de deshydrogenation de l'éthanol en reacteur multitubulaire
PCT/EP2021/075135 WO2022063620A1 (fr) 2020-09-25 2021-09-13 Procédé de deshydrogenation de l'éthanol en reacteur multitubulaire
BR112023005367-6A BR112023005367B1 (pt) 2020-09-25 2021-09-13 Processo de desidrogenação de etanol em acetaldeído em reator multitubular e processo de produção de butadieno
JP2023518758A JP7781149B2 (ja) 2020-09-25 2021-09-13 多管式反応器におけるエタノールの脱水素方法
CN202180065705.XA CN116323539A (zh) 2020-09-25 2021-09-13 在多管反应器中乙醇脱氢的方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2009759A FR3114590B1 (fr) 2020-09-25 2020-09-25 Procédé de deshydrogenation de l’éthanol en reacteur multitubulaire
FR2009759 2020-09-25

Publications (2)

Publication Number Publication Date
FR3114590A1 FR3114590A1 (fr) 2022-04-01
FR3114590B1 true FR3114590B1 (fr) 2022-09-09

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
FR2009759A Active FR3114590B1 (fr) 2020-09-25 2020-09-25 Procédé de deshydrogenation de l’éthanol en reacteur multitubulaire

Country Status (10)

Country Link
US (1) US12577187B2 (enExample)
EP (1) EP4217335B1 (enExample)
JP (1) JP7781149B2 (enExample)
KR (1) KR20230074244A (enExample)
CN (1) CN116323539A (enExample)
CA (1) CA3191087A1 (enExample)
FR (1) FR3114590B1 (enExample)
HU (1) HUE071780T2 (enExample)
PL (1) PL4217335T3 (enExample)
WO (1) WO2022063620A1 (enExample)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117504733A (zh) * 2023-11-13 2024-02-06 陕西延长石油（集团）有限责任公司 一种乙醇脱氢制乙醛的系统及方法
WO2026085015A1 (en) * 2024-10-14 2026-04-23 Battelle Memorial Institute Method of using hydrogen to extend catalyst life for ethanol to butadiene conversions

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5227563A (en) 1988-12-26 1993-07-13 Mitsui Petrochemical Industries, Ltd. Preparation of propylene by dehydration of isopropanol in the presence of a pseudo-boehmite derived gamma alumina catalyst
BRPI0713942A2 (pt) 2006-07-11 2012-12-04 Basf Se processo para a desidrogenação de álcoois primários ou secundários
CN101687162B (zh) 2007-07-05 2013-01-02 沙特基础工业公司 用于执行吸热反应的方法
FR2975922B1 (fr) 2011-06-06 2013-05-31 Arkema France Reacteur a plaques avec injection in situ
FR3026100B1 (fr) 2014-09-19 2016-12-09 Ifp Energies Now Procede de production de butadiene et d'hydrogene a partir d'ethanol en deux etapes reactionnelles a faible consommation en eau et en energie
JP6556549B2 (ja) * 2015-08-04 2019-08-07 Ｊｘｔｇエネルギー株式会社 アルデヒドの製造方法及び脱水素触媒
US10851028B2 (en) 2016-09-09 2020-12-01 Total Research & Technology Feluy Process for dehydration of mono-alcohol(s) using a modified crystalline aluminosilicate
JP2018052768A (ja) * 2016-09-28 2018-04-05 富士電機株式会社 水素製造システム起動方法及び水素製造システム
FR3089973B1 (fr) 2018-12-14 2020-12-25 Ifp Energies Now Procédé de déshydratation de l'éthanol en éthylène à basse consommation énergétique
FR3090632B1 (fr) 2018-12-21 2020-12-25 Ifp Energies Now Procédé de production de butadiène à partir d’éthanol avec régénération in situ optimisée du catalyseur de la deuxième étape réactionnelle

Also Published As

Publication number Publication date
WO2022063620A1 (fr) 2022-03-31
JP7781149B2 (ja) 2025-12-05
US12577187B2 (en) 2026-03-17
KR20230074244A (ko) 2023-05-26
JP2023542375A (ja) 2023-10-06
FR3114590A1 (fr) 2022-04-01
US20230373892A1 (en) 2023-11-23
PL4217335T3 (pl) 2025-09-08
CA3191087A1 (fr) 2022-03-31
BR112023005367A2 (pt) 2023-05-09
EP4217335B1 (fr) 2025-03-05
EP4217335A1 (fr) 2023-08-02
CN116323539A (zh) 2023-06-23
HUE071780T2 (hu) 2025-09-28

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