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FR3002227B1 - Procede de nitrilation en phase gaz et liquide gaz - Google Patents

Procede de nitrilation en phase gaz et liquide gaz Download PDF

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Publication number
FR3002227B1
FR3002227B1 FR1351432A FR1351432A FR3002227B1 FR 3002227 B1 FR3002227 B1 FR 3002227B1 FR 1351432 A FR1351432 A FR 1351432A FR 1351432 A FR1351432 A FR 1351432A FR 3002227 B1 FR3002227 B1 FR 3002227B1
Authority
FR
France
Prior art keywords
oxides
gas
nitrilation
metal oxide
metal
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.)
Active
Application number
FR1351432A
Other languages
English (en)
Other versions
FR3002227A1 (fr
Inventor
Jean Luc Dubois
Berrada Adrien Mekki
Aline Auroux
Simona Bennici
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.)
Arkema France SA
Original Assignee
Centre National de la Recherche Scientifique CNRS
Arkema France SA
Claude Bernard University Lyon 1
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
Application filed by Centre National de la Recherche Scientifique CNRS, Arkema France SA, Claude Bernard University Lyon 1 filed Critical Centre National de la Recherche Scientifique CNRS
Priority to FR1351432A priority Critical patent/FR3002227B1/fr
Priority to JP2015558432A priority patent/JP6242920B2/ja
Priority to CN201480009622.9A priority patent/CN105246594B/zh
Priority to US14/769,312 priority patent/US10287238B2/en
Priority to PCT/EP2014/053213 priority patent/WO2014128154A1/fr
Priority to EP14705194.0A priority patent/EP2958673A1/fr
Publication of FR3002227A1 publication Critical patent/FR3002227A1/fr
Application granted granted Critical
Publication of FR3002227B1 publication Critical patent/FR3002227B1/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/22—Preparation of carboxylic acid nitriles by reaction of ammonia with carboxylic acids with replacement of carboxyl groups by cyano groups
    • 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
    • B01J21/066—Zirconium or hafnium; 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/745—Iron
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/835—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with germanium, tin or lead
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/847—Vanadium, niobium or tantalum or polonium
    • B01J23/8474—Niobium
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/847—Vanadium, niobium or tantalum or polonium
    • B01J23/8476—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
    • 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
    • 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
    • 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
    • B01J35/64—Pore diameter
    • B01J35/643—Pore diameter less than 2 nm
    • 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
    • B01J35/64—Pore diameter
    • B01J35/647—2-50 nm
    • 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
    • B01J35/66—Pore distribution
    • 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
    • B01J37/04—Mixing
    • 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

Landscapes

  • 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)
  • Nanotechnology (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

L'invention porte sur un procédé de nitrilation d'acide gras ou d'ester d'acide gras, éventuellement insaturé par action de l'ammoniac dans un réacteur fonctionnant en continu en phase gaz ou en phase mixte gaz-liquide dans une gamme de température allant de 180 à 400°C, en présence d'un catalyseur solide comportant -au moins un oxyde métallique, dont le métal appartient à la colonne 8 du tableau de la classification périodique en mélange avec -au moins un oxyde métallique choisi parmi les oxydes d'aluminium, les oxydes de zirconium, les oxydes de niobium, les oxydes de tantale et les oxydes d'étain, le ou les oxydes métalliques, dont le métal appartient à la colonne 8 étant présent dans un rapport volumique de 0,1 à 0,6 par rapport au volume du mélange de la totalité des oxydes.
FR1351432A 2013-02-20 2013-02-20 Procede de nitrilation en phase gaz et liquide gaz Active FR3002227B1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
FR1351432A FR3002227B1 (fr) 2013-02-20 2013-02-20 Procede de nitrilation en phase gaz et liquide gaz
JP2015558432A JP6242920B2 (ja) 2013-02-20 2014-02-19 気相および液体−気体相ニトリル化法
CN201480009622.9A CN105246594B (zh) 2013-02-20 2014-02-19 气相和液-气相腈化方法
US14/769,312 US10287238B2 (en) 2013-02-20 2014-02-19 Gas-phase and liquid-gas-phase nitrilation process
PCT/EP2014/053213 WO2014128154A1 (fr) 2013-02-20 2014-02-19 Procédé de nitrilation en phase gaz et liquide-gaz
EP14705194.0A EP2958673A1 (fr) 2013-02-20 2014-02-19 Procédé de nitrilation en phase gaz et liquide-gaz

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1351432A FR3002227B1 (fr) 2013-02-20 2013-02-20 Procede de nitrilation en phase gaz et liquide gaz

Publications (2)

Publication Number Publication Date
FR3002227A1 FR3002227A1 (fr) 2014-08-22
FR3002227B1 true FR3002227B1 (fr) 2021-10-01

Family

ID=48692596

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1351432A Active FR3002227B1 (fr) 2013-02-20 2013-02-20 Procede de nitrilation en phase gaz et liquide gaz

Country Status (6)

Country Link
US (1) US10287238B2 (fr)
EP (1) EP2958673A1 (fr)
JP (1) JP6242920B2 (fr)
CN (1) CN105246594B (fr)
FR (1) FR3002227B1 (fr)
WO (1) WO2014128154A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3834637B1 (fr) * 2015-06-30 2023-02-15 Shenzhen Smoore Technology Limited Cigarette électronique, son dispositif d'atomisation, et procédé d'assemblage du dispositif d'atomisation
DK3727681T3 (da) 2017-12-20 2022-02-14 Basf Se Katalysator og fremgangsmåde til fremstilling af dimethylether
US20210032197A1 (en) 2018-02-06 2021-02-04 Toray Industries, Inc. Method for producing nitrile

Family Cites Families (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2794043A (en) * 1955-01-13 1957-05-28 Goodrich Co B F Preparation of aliphatic nitriles
US3012060A (en) * 1958-04-15 1961-12-05 Robert S Aries Conversion of higher fatty acids into shorter chain length nitriles
US3661970A (en) * 1969-05-20 1972-05-09 Kraftco Corp Method for reacting a mixture of carboxylic acids with ammonia to provide nitriles
NL178870C (nl) 1979-03-06 1986-06-02 Inst Neftekhim Protsessov Werkwijze voor de bereiding van ftalonitrillen, alsmede de daarbij te gebruiken katalysator.
JPS5938541B2 (ja) * 1979-12-22 1984-09-18 松下電工株式会社 可燃性ガス検知素子
US4575434A (en) * 1984-09-28 1986-03-11 Akzona Incorporated Process for the separation of amides from nitriles
DE3639857A1 (de) 1986-11-21 1988-06-01 Hoechst Ag Verfahren zur herstellung von fettsaeurenitrilen und glycerin aus glyceriden
JP2893216B2 (ja) * 1990-11-30 1999-05-17 ライオン株式会社 脂肪族ニトリルの製造方法
JPH04283549A (ja) 1991-03-13 1992-10-08 Lion Corp 色調を改良した脂肪族ニトリルの製造方法
JPH10195035A (ja) * 1997-01-14 1998-07-28 Lion Corp 脂肪族ニトリルの製造方法
JPH11117990A (ja) 1997-10-20 1999-04-27 Kinugawa Rubber Ind Co Ltd ダイナミックダンパー
JP4219481B2 (ja) 1998-04-27 2009-02-04 花王株式会社 脂肪族ニトリルの製造方法
US6005134A (en) * 1998-06-25 1999-12-21 Kao Corporation Process for the preparation of aliphatic nitriles
US7255894B2 (en) * 2002-04-16 2007-08-14 Moltech Invent S.A. Non-carbon anodes for aluminium electrowinning and other oxidation resistant components with slurry-applied coatings
JP4283549B2 (ja) 2003-01-16 2009-06-24 株式会社鶴見製作所 竪型水中電動ポンプの浸水検知機構
JP4409238B2 (ja) 2003-09-17 2010-02-03 花王株式会社 脂肪族ニトリルの製造方法
KR20090122436A (ko) * 2007-03-01 2009-11-30 바스프 에스이 에틸렌디아민의 제조 방법
JP2009240874A (ja) * 2008-03-28 2009-10-22 Hopit:Kk カーボンナノコイル製造用触媒
FR2938533B1 (fr) * 2008-11-17 2010-11-19 Arkema France Procede de synthese d'un omega-aminoacide ou ester a partir d'un acide ou ester gras mono-insature
FR2941694B1 (fr) * 2009-02-05 2011-02-11 Arkema France Procede de synthese d'un omega-aminoacide ou ester a partir d'un acide ou ester gras mono-insature.
JP5690250B2 (ja) 2010-09-24 2015-03-25 日本特殊陶業株式会社 スパークプラグの製造方法
KR101258870B1 (ko) * 2011-03-16 2013-04-29 동도바잘트산업(주) 코크스 오븐 상승관 내화물 제조방법
FR2978147B1 (fr) * 2011-07-19 2015-01-09 Arkema France Procede de synthese d'acides omega-fonctionnalises a partir d'acides ou esters gras hydroxyles
FR2978764B1 (fr) * 2011-08-01 2013-08-16 Arkema France Procede de synthese d'un omega-aminoacide ou ester a partir d'un acide ou ester gras mono-insature
FR2979342B1 (fr) * 2011-08-26 2013-08-09 Arkema France Procede de synthese d'esters d'acides omega-amino-alcanoiques en c11 et c12 comportant une etape de metathese
FR2983477B1 (fr) * 2011-12-01 2013-12-27 Arkema France Procede de coupure de chaines grasses insaturees

Also Published As

Publication number Publication date
CN105246594B (zh) 2018-07-13
JP2016513119A (ja) 2016-05-12
CN105246594A (zh) 2016-01-13
FR3002227A1 (fr) 2014-08-22
US20160016153A1 (en) 2016-01-21
US10287238B2 (en) 2019-05-14
JP6242920B2 (ja) 2017-12-06
EP2958673A1 (fr) 2015-12-30
WO2014128154A1 (fr) 2014-08-28

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