FR2915406B1 - Composition catalytique a base de nanoparticules contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charge olefinique - Google Patents

Composition catalytique a base de nanoparticules contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charge olefinique

Info

Publication number
FR2915406B1
FR2915406B1 FR0703114A FR0703114A FR2915406B1 FR 2915406 B1 FR2915406 B1 FR 2915406B1 FR 0703114 A FR0703114 A FR 0703114A FR 0703114 A FR0703114 A FR 0703114A FR 2915406 B1 FR2915406 B1 FR 2915406B1
Authority
FR
France
Prior art keywords
hydrogenation
preparing
ionic liquid
containing nitrogen
composition based
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
FR0703114A
Other languages
English (en)
Other versions
FR2915406A1 (fr
Inventor
Bastien Leger
Alain Roucoux
Bourbigou Helene Olivier
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.)
IFP Energies Nouvelles IFPEN
Original Assignee
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
Application filed by IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Priority to FR0703114A priority Critical patent/FR2915406B1/fr
Priority to PCT/FR2008/000524 priority patent/WO2008145836A2/fr
Priority to US12/597,341 priority patent/US8395003B2/en
Publication of FR2915406A1 publication Critical patent/FR2915406A1/fr
Application granted granted Critical
Publication of FR2915406B1 publication Critical patent/FR2915406B1/fr
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/42—Platinum
    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/462—Ruthenium
    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/464—Rhodium
    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • B01J23/468—Iridium
    • 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
    • B01J23/755—Nickel
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
    • B01J31/0278—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
    • B01J31/0281—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member
    • B01J31/0284—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member of an aromatic ring, e.g. pyridinium
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
    • B01J31/0287—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing atoms other than nitrogen as cationic centre
    • B01J31/0288—Phosphorus
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
    • B01J31/0287—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing atoms other than nitrogen as cationic centre
    • B01J31/0289—Sulfur
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • B01J31/1815—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
    • 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
    • B01J35/20—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state
    • B01J35/23—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state in a colloidal state
    • 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
    • B01J37/16—Reducing
    • 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
    • B01J37/16—Reducing
    • B01J37/18—Reducing with gases containing free hydrogen
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22F—WORKING METALLIC POWDER; MANUFACTURE OF ARTICLES FROM METALLIC POWDER; MAKING METALLIC POWDER; APPARATUS OR DEVICES SPECIALLY ADAPTED FOR METALLIC POWDER
    • B22F1/00—Metallic powder; Treatment of metallic powder, e.g. to facilitate working or to improve properties
    • B22F1/05—Metallic powder characterised by the size or surface area of the particles
    • B22F1/054—Nanosized particles
    • B22F1/0545—Dispersions or suspensions of nanosized particles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22F—WORKING METALLIC POWDER; MANUFACTURE OF ARTICLES FROM METALLIC POWDER; MAKING METALLIC POWDER; APPARATUS OR DEVICES SPECIALLY ADAPTED FOR METALLIC POWDER
    • B22F1/00—Metallic powder; Treatment of metallic powder, e.g. to facilitate working or to improve properties
    • B22F1/10—Metallic powder containing lubricating or binding agents; Metallic powder containing organic material
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22F—WORKING METALLIC POWDER; MANUFACTURE OF ARTICLES FROM METALLIC POWDER; MAKING METALLIC POWDER; APPARATUS OR DEVICES SPECIALLY ADAPTED FOR METALLIC POWDER
    • B22F9/00—Making metallic powder or suspensions thereof
    • B22F9/16—Making metallic powder or suspensions thereof using chemical processes
    • B22F9/18—Making metallic powder or suspensions thereof using chemical processes with reduction of metal compounds
    • B22F9/24—Making metallic powder or suspensions thereof using chemical processes with reduction of metal compounds starting from liquid metal compounds, e.g. solutions
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22F—WORKING METALLIC POWDER; MANUFACTURE OF ARTICLES FROM METALLIC POWDER; MAKING METALLIC POWDER; APPARATUS OR DEVICES SPECIALLY ADAPTED FOR METALLIC POWDER
    • B22F9/00—Making metallic powder or suspensions thereof
    • B22F9/16—Making metallic powder or suspensions thereof using chemical processes
    • B22F9/18—Making metallic powder or suspensions thereof using chemical processes with reduction of metal compounds
    • B22F9/24—Making metallic powder or suspensions thereof using chemical processes with reduction of metal compounds starting from liquid metal compounds, e.g. solutions
    • B22F9/26—Making metallic powder or suspensions thereof using chemical processes with reduction of metal compounds starting from liquid metal compounds, e.g. solutions using gaseous reductors
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
    • C07C5/03—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of non-aromatic carbon-to-carbon double bonds
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—Ruthenium
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium
    • 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
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/827—Iridium
    • 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
    • B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B01J35/391—Physical properties of the active metal ingredient
    • B01J35/393—Metal or metal oxide crystallite size
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B22—CASTING; POWDER METALLURGY
    • B22F—WORKING METALLIC POWDER; MANUFACTURE OF ARTICLES FROM METALLIC POWDER; MAKING METALLIC POWDER; APPARATUS OR DEVICES SPECIALLY ADAPTED FOR METALLIC POWDER
    • B22F2999/00—Aspects linked to processes or compositions used in powder metallurgy
    • 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
    • C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
    • C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
    • C07C2523/46—Ruthenium, rhodium, osmium or iridium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/22—Organic complexes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Nanotechnology (AREA)
  • Inorganic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Composite Materials (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • General Physics & Mathematics (AREA)
  • Physics & Mathematics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Catalysts (AREA)
FR0703114A 2007-04-26 2007-04-26 Composition catalytique a base de nanoparticules contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charge olefinique Expired - Fee Related FR2915406B1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR0703114A FR2915406B1 (fr) 2007-04-26 2007-04-26 Composition catalytique a base de nanoparticules contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charge olefinique
PCT/FR2008/000524 WO2008145836A2 (fr) 2007-04-26 2008-04-14 Composition catalytique a base de nanoparticules metalliques contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charges olefinique
US12/597,341 US8395003B2 (en) 2007-04-26 2008-04-14 Metal nanoparticle-based catalytic composition that contains a nitrogen-containing ligand in an ionic liquid, process for preparation, process for hydrogenation of an olefinic feedstock

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0703114A FR2915406B1 (fr) 2007-04-26 2007-04-26 Composition catalytique a base de nanoparticules contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charge olefinique

Publications (2)

Publication Number Publication Date
FR2915406A1 FR2915406A1 (fr) 2008-10-31
FR2915406B1 true FR2915406B1 (fr) 2010-03-12

Family

ID=38935893

Family Applications (1)

Application Number Title Priority Date Filing Date
FR0703114A Expired - Fee Related FR2915406B1 (fr) 2007-04-26 2007-04-26 Composition catalytique a base de nanoparticules contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charge olefinique

Country Status (3)

Country Link
US (1) US8395003B2 (fr)
FR (1) FR2915406B1 (fr)
WO (1) WO2008145836A2 (fr)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102009000881A1 (de) * 2008-02-15 2011-01-20 Chemetall Gmbh Mischungen aus Metallhydriden und lonischen Flüssigkeiten und Verwendungen solcher Mischungen
FR2974740B1 (fr) * 2011-05-02 2014-01-10 Commissariat Energie Atomique Composition pour la synthese de nanoparticules bimetalliques dans un liquide ionique et procede associe
FR2999956B1 (fr) 2012-12-21 2015-12-25 Centre Nat Rech Scient Nano-catalyseurs metalliques dans le glycerol et applications en synthese organique
US9643254B2 (en) 2013-10-04 2017-05-09 Toyota Motor Engineering & Manufacturing North America, Inc. Anionic reagent element complexes, their variations, and their uses
US9650248B2 (en) 2013-10-04 2017-05-16 Toyota Motor Engineering & Manufacturing North America, Inc. Multi-element anionic reagent complexes
US9281518B2 (en) * 2013-10-04 2016-03-08 Toyota Motor Engineering & Manufacturing North America, Inc. Metal nanoparticles synthesized via a novel reagent and application to electrochemical devices
US9738536B2 (en) 2013-10-04 2017-08-22 Toyota Motor Engineering & Manufacturing North America, Inc. Allotrope-specific anionic element reagent complexes
US20150096887A1 (en) 2013-10-04 2015-04-09 Toyota Motor Engineering & Manufacturing North America, Inc. Electrodes containing iridium nanoparticles for the electrolytic production of oxygen from water
US9278392B2 (en) * 2013-10-04 2016-03-08 Toyota Motor Engineering & Manufacturing North America, Inc. Synthesis of metal alloy nanoparticles via a new reagent
US9546192B2 (en) 2015-01-09 2017-01-17 Toyota Motor Engineering & Manufacturing North America, Inc. Ligated anionic-element reagent complexes (LAERCs) as novel reagents
US10023595B2 (en) 2015-01-09 2018-07-17 Toyota Motor Engineering & Manufacturing North America, Inc. Ligated anionic-element reagent complexes as novel reagents formed with metal, metalloid, and non-metal elements
US10814397B2 (en) 2016-03-21 2020-10-27 Toyota Motor Engineering & Manufacturing North America, Inc. Textured-crystal nanoparticles from ligated anionic element reagent complex
US10774196B2 (en) 2016-09-22 2020-09-15 Toyota Motor Engineering & Manufacturing North America, Inc. Light weight composite of steel and polymer
US11911995B2 (en) 2016-09-22 2024-02-27 Toyota Motor Engineering & Manufacturing North America, Inc. Light weight composite of steel and aramid with fully penetrated reinforcement
US9847157B1 (en) 2016-09-23 2017-12-19 Toyota Motor Engineering & Manufacturing North America, Inc. Ferromagnetic β-MnBi alloy
GB201818923D0 (en) * 2018-11-21 2019-01-02 Univ Leeds Innovations Ltd Nanomaterials
US11788175B2 (en) 2019-03-21 2023-10-17 Toyota Motor Engineering & Manufacturing North America, Inc. Chemically bonded amorphous interface between phases in carbon fiber and steel composite
JP7245190B2 (ja) 2019-03-21 2023-03-23 トヨタ モーター エンジニアリング アンド マニュファクチャリング ノース アメリカ，インコーポレイティド 非強化領域を有する織物カーボン繊維強化鋼マトリックス複合材料
CN110628022B (zh) * 2019-09-25 2021-06-22 福州大学 一种含吩嗪基团有机聚合物及其制备方法和其对苄胺氧化偶联反应的催化应用

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2735399B1 (fr) * 1995-06-16 1997-07-25 Inst Francais Du Petrole Nouvelle composition catalytique a base de complexes de metaux de transition et procede pour l'hydrogenation des composes insatures
JPH1129503A (ja) * 1997-07-08 1999-02-02 Asahi Chem Ind Co Ltd シクロオレフィンの製造方法
FR2768638B1 (fr) * 1997-09-23 1999-12-17 Centre Nat Rech Scient Particules polymetalliques ultrafines, leur preparation et leur utilisation pour l'hydrogenation d'olefines ou pour le couplage de derives halogenes aromatiques
ID21537A (id) * 1997-12-22 1999-06-24 Celanese Gmbh Proses pembuatan aldehid
FR2841482B1 (fr) * 2002-06-28 2006-12-29 Inst Francais Du Petrole Procede d'hydrogenation selective de composes polyinsatures en composes monoinsatures utilisant un catalyseur homogene
BRPI0414005A (pt) * 2003-08-26 2006-10-24 Ecole Polytech lìquidos iÈnicos baseados em sais de imidazólio que incorporam uma funcionalidade nitrila
FR2878246B1 (fr) * 2004-11-23 2007-03-30 Inst Francais Du Petrole Procede de co-production d'olefines et d'esters par ethenolyse de corps gras insatures dans des liquides ioniques non-aqueux

Also Published As

Publication number Publication date
WO2008145836A2 (fr) 2008-12-04
WO2008145836A3 (fr) 2009-02-19
US20100191027A1 (en) 2010-07-29
US8395003B2 (en) 2013-03-12
FR2915406A1 (fr) 2008-10-31

Similar Documents

Publication Publication Date Title
FR2915406B1 (fr) Composition catalytique a base de nanoparticules contenant un ligand azote dans un liquide ionique, procede de preparation, procede d'hydrogenation d'une charge olefinique
Li et al. Bifunctional Ag@ Pd-Ag nanocubes for highly sensitive monitoring of catalytic reactions by surface-enhanced Raman spectroscopy
HK1253888A1 (zh) 將分子遞送到細胞的載體複合物
Zheng et al. Size selective self-sorting in coordination-driven self-assembly of finite ensembles
FR2914963B1 (fr) Pompe de distribution d'un liquide contenu dans un flacon
FR2922528B1 (fr) Pompe de distribution d'un liquide contenu dans un flacon
CA2785448C (fr) Procede de fabrication d'une composition antiperspirante liquide anhydre
EP1857205A4 (fr) Nanoparticules de film ultramince de métal noble monocristallin formées en utilisant comme champ de réaction un film micelle adsorbé formé au niveau de l interface solide/liquide et procédé de fabrication idoine
MX2012006535A (es) Proceso de intercambio cobre directo en forma de na+ de tamiz molecular de chabazita y catalizadores, sistemas y metodos.
ATE471930T1 (de) 3-aminocarbazolverbindungen, pharmazeutische zusammensetzungen, die diese enthalten, und verfahren zu deren herstellung
FR2916199B1 (fr) Procede d'oligomerisation des olefines utilisant une composition catalytique comprenant un complexe organometallique contenant un ligand phenoxy fonctionnalise par un hetero-atome
FR2900157B1 (fr) Procede de desulfuration d'essences olefiniques comprenant au moins deux etapes distinctes d'hydrodesulfuration
FR2839972B1 (fr) Procede de carbonylation des alcools utilisant un catalyseur a base de rhodium ou d'iridium dans un liquide ionique non-aqueux,avec un recyclage efficace du catalyseur
Kumar et al. Zr-Based Metal–Organic Framework/Reduced Graphene Oxide Composites for Catalytic Synthesis of 2, 3-Dihydroquinazolin-4 (1 H)-One Derivatives
PE20001417A1 (es) Procedimiento para la preparacion de hidrocloruro de l-fenilefrina
MD4194B1 (en) Trinuclear coordinative compound tris{µ-¢3,5-dibromo-2-hydroxybenzylidene-4′-(pyridin-2-yl)-thiosemicarbazido(2-)]copper}hydrate, exhibiting antifungal activity against Candida albicans
FR2913235B1 (fr) Procede ameliore de desulfuration et de deazotation d'une coupe hydrocarbonee de type gazole contenant des composes azotes.
Ren et al. Rich capping ligand–Ag colloid interactions
ATE503749T1 (de) Buttersäurederivate, verfahren zu deren herstellung, pharmazeutische zusammensetzungen, die diese enthalten, und therapeutische anwendungen davon
Lu et al. Addition of thiols to isocyanates catalyzed by simple rare-earth-metal amides: synthesis of S-alkyl thiocarbamates and dithiocarbamates
BRPI0718351A2 (pt) "processo para a preparação do enantiômero s ou r, processo para formar um composto r ou s, uso de um catalisador quiral, composto, sal tartrato do enantiômero s ou r de um composto, complexo de metal de transição e catalisador"
Jemai et al. Solvent–solute and Non-covalent interactions on bis (4-Piperidinonium ethyl ketal) oxalate compound: DFT calculations and in Silico Drug-Target Profiling
Wu et al. Formation of uniform flowerlike patterns of NiS by macrocycle polyamine assisted solution-phase route
FR2925075B1 (fr) Dispositif de distribution de produit liquide
WO2008148202A8 (fr) Procédé d'obtention de ligands de type aminophosphine et leur utilisation comme catalyseurs métalliques

Legal Events

Date Code Title Description
CD Change of name or company name
ST Notification of lapse

Effective date: 20151231