FR3069244B1 - Procede d’hydrogenolyse pour une production amelioree de paraxylene - Google Patents

Procede d’hydrogenolyse pour une production amelioree de paraxylene Download PDF

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Publication number
FR3069244B1
FR3069244B1 FR1756905A FR1756905A FR3069244B1 FR 3069244 B1 FR3069244 B1 FR 3069244B1 FR 1756905 A FR1756905 A FR 1756905A FR 1756905 A FR1756905 A FR 1756905A FR 3069244 B1 FR3069244 B1 FR 3069244B1
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FR
France
Prior art keywords
paraxylene
improved production
hydrogenolysis process
hydrogenolysis
carbon atoms
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.)
Expired - Fee Related
Application number
FR1756905A
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English (en)
Other versions
FR3069244A1 (fr
Inventor
Alexandre Pagot
Denis Uzio
Jean-Francois Joly
Anne-Claire Dubreuil
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IFP Energies Nouvelles IFPEN
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IFP Energies Nouvelles IFPEN
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Publication date
Application filed by IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Priority to FR1756905A priority Critical patent/FR3069244B1/fr
Priority to CN201880048337.6A priority patent/CN110997602A/zh
Priority to US16/631,887 priority patent/US11242301B2/en
Priority to PCT/EP2018/069243 priority patent/WO2019016127A1/fr
Publication of FR3069244A1 publication Critical patent/FR3069244A1/fr
Application granted granted Critical
Publication of FR3069244B1 publication Critical patent/FR3069244B1/fr
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/08Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
    • C07C6/12Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
    • C07C6/126Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C4/00Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
    • C07C4/08Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
    • C07C4/12Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/22Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
    • C07C5/27Rearrangement of carbon atoms in the hydrocarbon skeleton
    • C07C5/2702Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/22Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
    • C07C5/27Rearrangement of carbon atoms in the hydrocarbon skeleton
    • C07C5/2702Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
    • C07C5/2705Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metal oxides
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G47/00Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions
    • C10G47/02Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used
    • C10G47/10Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions characterised by the catalyst used with catalysts deposited on a carrier
    • C10G47/12Inorganic carriers
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G49/00Treatment of hydrocarbon oils, in the presence of hydrogen or hydrogen-generating compounds, not provided for in a single one of groups C10G45/02, C10G45/32, C10G45/44, C10G45/58 or C10G47/00
    • C10G49/002Apparatus for fixed bed hydrotreatment processes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C15/00Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
    • C07C15/02Monocyclic hydrocarbons
    • C07C15/067C8H10 hydrocarbons
    • C07C15/08Xylenes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/02Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04Alumina
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
    • C07C2523/74Iron group metals
    • C07C2523/755Nickel
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G2400/00Products obtained by processes covered by groups C10G9/00 - C10G69/14
    • C10G2400/30Aromatics

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

La présente invention décrit un procédé d'hydrogénolyse sélective traitant une charge riche en composés aromatiques ayant plus de 8 atomes de carbone, et consistant à transformer un ou plusieurs groupe(s) alkyle(s) à au moins deux atomes de carbone (éthyle, propyle, butyle, isopropyle, etc..) fixé(s) sur un noyau benzénique en un ou plusieurs groupe(s) méthyle(s). Intégration de l'unité d'hydrogénolyse dans un complexe aromatique.
FR1756905A 2017-07-20 2017-07-20 Procede d’hydrogenolyse pour une production amelioree de paraxylene Expired - Fee Related FR3069244B1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
FR1756905A FR3069244B1 (fr) 2017-07-20 2017-07-20 Procede d’hydrogenolyse pour une production amelioree de paraxylene
CN201880048337.6A CN110997602A (zh) 2017-07-20 2018-07-16 改善对二甲苯生产的氢解方法
US16/631,887 US11242301B2 (en) 2017-07-20 2018-07-16 Method of hydrogenolysis for improved production of paraxylene
PCT/EP2018/069243 WO2019016127A1 (fr) 2017-07-20 2018-07-16 Procede d'hydrogenolyse pour une production amelioree de paraxylene

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1756905 2017-07-20
FR1756905A FR3069244B1 (fr) 2017-07-20 2017-07-20 Procede d’hydrogenolyse pour une production amelioree de paraxylene

Publications (2)

Publication Number Publication Date
FR3069244A1 FR3069244A1 (fr) 2019-01-25
FR3069244B1 true FR3069244B1 (fr) 2020-03-06

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
FR1756905A Expired - Fee Related FR3069244B1 (fr) 2017-07-20 2017-07-20 Procede d’hydrogenolyse pour une production amelioree de paraxylene

Country Status (4)

Country Link
US (1) US11242301B2 (fr)
CN (1) CN110997602A (fr)
FR (1) FR3069244B1 (fr)
WO (1) WO2019016127A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110938081B (zh) * 2019-12-11 2021-03-26 台州职业技术学院 一种大环内酯类新化合物、药物组合物及其制备方法与应用
FR3116818A1 (fr) 2020-11-30 2022-06-03 IFP Energies Nouvelles Procede d’hydrogenolyse selective de charges comportant des composes aromatiques c8+ mettant en œuvre un catalyseur a structure zeolithique
FR3129939A1 (fr) 2021-12-06 2023-06-09 IFP Energies Nouvelles Dispositif et procédé de conversion des aromatiques à 9 atomes de carbones

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2438570A (en) 1945-06-28 1948-03-30 Universal Oil Prod Co Production of toluene by catalytic cracking of monoalkyl benzenes
GB790595A (en) 1955-07-21 1958-02-12 Exxon Research Engineering Co Dealkylation of aromatic hydrocarbons
GB999860A (en) 1961-08-25 1965-07-28 Shell Int Research Process for the catalytic hydrodealkylation of aromatic compounds
JPS5645422A (en) * 1979-09-21 1981-04-25 Teijin Yuka Kk Selective dealkylation process
US5396010A (en) 1993-08-16 1995-03-07 Mobil Oil Corporation Heavy naphtha upgrading
PL178539B1 (pl) * 1995-01-05 2000-05-31 Inst Chemii Przemyslowej Im Pr Sposób hydrodealkilacji węglowodorów alkiloaromatycznych
JP5351152B2 (ja) * 2007-07-06 2013-11-27 ユーオーピー エルエルシー キシレンの製造方法
FR2927267B1 (fr) 2008-02-07 2010-04-16 Inst Francais Du Petrole Catalyseur d'hydrogenation selective et son procede de preparation
FR2963344B1 (fr) 2010-07-29 2012-07-27 IFP Energies Nouvelles Procede d'hydrogenation selective en presence d'un catalyseur a base d'un metal du groupe viii prepare au moyen d'au moins un oligosaccharide cyclique
US20120271084A1 (en) * 2011-04-22 2012-10-25 Uop Llc Recycle of transalkylation effluent fractions enriched in trimethylbenzene
US9000247B2 (en) 2012-04-19 2015-04-07 Saudi Arabian Oil Company Combined heavy reformate dealkylation-transalkylation process for maximizing xylenes production
CN105358509B (zh) * 2013-04-18 2019-01-08 斯威夫特燃料有限责任公司 处理c8-c10芳香族化合物进料料流以制备且回收三甲基化苯
EP3083039A2 (fr) * 2013-12-18 2016-10-26 King Abdullah University Of Science And Technology Synthèse de nanoparticules bimétalliques ni/pt supportées, procédés de contrôle de la couverture de la surface des nanoparticules ni avec le pt, procédés de fabrication de structures coeligur-enveloppe multicouches ni/pt et application des catalyseurs supportés pour le reformage du co2
CN106565393A (zh) * 2015-10-13 2017-04-19 吴倍任 催化氢解反应之复合材料及其制备方法与用途
US20190359542A1 (en) * 2016-10-04 2019-11-28 Exxonmobil Chemical Patents Inc. Transalkylation of Heavy Aromatic Hydrocarbons

Also Published As

Publication number Publication date
WO2019016127A1 (fr) 2019-01-24
CN110997602A (zh) 2020-04-10
FR3069244A1 (fr) 2019-01-25
US20200148611A1 (en) 2020-05-14
US11242301B2 (en) 2022-02-08

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