EP 3004045 A1 20160413 - METHOD FOR THE CONTROLLED HYDROFORMYLATION AND ISOMERIZATION OF A NITRILE/ESTER/OMEGA UNSATURATED FATTY ACID
Title (en)
METHOD FOR THE CONTROLLED HYDROFORMYLATION AND ISOMERIZATION OF A NITRILE/ESTER/OMEGA UNSATURATED FATTY ACID
Title (de)
VERFAHREN ZUR GESTEUERTEN HYDROFORMYLIERUNG UND ISOMERISIERUNG EINER NITRIL-/ESTER-/OMEGA-UNGESÄTTIGTEN FETTSÄURE
Title (fr)
PROCEDE D'HYDROFORMYLATION ET D'ISOMERISATION CONTROLEES D'UN NITRILE/ESTER/ACIDE GRAS OMEGA-INSATURE
Publication
Application
Priority
- FR 1301301 A 20130606
- EP 2014061899 W 20140606
Abstract (en)
[origin: WO2014195493A1] The present invention relates to a method for synthesizing a nitrile/fatty ester aldehyde, including the following steps: 1) hydroformylating a nitrile/ester/ω unsaturated fatty acid substrate under specific partial pressure, temperature, reaction time, nitrile/ester/ω unsaturated fatty acid reactant conversion rate, catalyst, [substrate]/[metal] molar ratio, and [ligand]/[metal] molar ratio conditions, such as to obtain, from the reaction: a hydroformylation product including at least one nitrile/ester/fatty acid aldehyde of formula: OHC-(CH2)r+2-R, and an isomerate including at least one nitrile/ester/internally unsaturated fatty acid isomer, wherein at least 80% of the internal isomer(s) of the isomerate consist of the unsaturated ω-1 isomer of formula CH3-CH=CH-(CH2)r-1-R ; then 2) separating and recovering the nitrile/ester/ fatty acid aldehyde and the isomerate.
IPC 8 full level
C07C 67/347 (2006.01); C07C 51/373 (2006.01); C07C 59/147 (2006.01); C07C 69/716 (2006.01); C07C 253/30 (2006.01); C07C 255/19 (2006.01)
CPC (source: EP US)
C07C 51/373 (2013.01 - EP US); C07C 67/347 (2013.01 - EP US); C07C 67/48 (2013.01 - US); C07C 227/04 (2013.01 - EP US); C07C 253/30 (2013.01 - EP US); C07C 253/34 (2013.01 - US)
C-Set (source: EP US)
Citation (search report)
See references of WO 2014195493A1
Citation (examination)
- WO 2013079888 A1 20130606 - ARKEMA FRANCE [FR], et al
- LAMBERS-VERSTAPPEN M M H ET AL: "RHODIUM-CATALYSED ASYMMETRIC HYDROFORMYLATION OF UNSATURATED NITRILES", ADVANCED SYNTHESIS AND CATAL, WILEY, WEINHEIM, DE, vol. 345, no. 4, 1 January 2003 (2003-01-01), pages 478 - 482, XP009059163, ISSN: 1615-4169, DOI: 10.1002/ADSC.200390053
- J?R?MY TERNEL ET AL: "Rhodium-Catalyzed Tandem Isomerization/Hydroformylation of the Bio-Sourced 10-Undecenenitrile: Selective and Productive Catalysts for Production of Polyamide-12 Precursor", ADVANCED SYNTHESIS & CATALYSIS, vol. 355, no. 16, 11 November 2013 (2013-11-11), pages 3191 - 3204, XP055099257, ISSN: 1615-4150, DOI: 10.1002/adsc.201300492
- ELENA PETRICCI ET AL: "Microwaves Make Hydroformylation a Rapid and Easy Process", ORGANIC LETTERS, vol. 8, no. 17, 1 August 2006 (2006-08-01), pages 3725 - 3727, XP055700795, ISSN: 1523-7060, DOI: 10.1021/ol061312v & ELENA PETRICCI ET AL: "Microwaves Make Hydroformylation a Rapid and Easy Process- supporting information", ORGANIC LETTERS, 17 August 2006 (2006-08-17), United States, pages 3725 - 3727, XP055700794, Retrieved from the Internet <URL:https://epo.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwjV07T8MwELZaGGDhLSiPygIGFovEdp14rKI-hpahlIEpcmxHIKpSESjqv-ecpIFKRbAm58jxnf3d-V4IXUuhrO-FnFCmNeGhbBGVcEZcTqMGQLaJcPnOjxEf94JRjw9q6OoXDz71b18nDnJ8Oq-jTRoI6cS4dzeoXAUAQDIvikoZcaVgluWDfg510KOzFeipP7nAxxVVMoeU7u6_JrOHdkqNEbcLFu-jmp0eoK1o2ajtEMm> [retrieved on 20200603], DOI: 10.1021/ol061312v
- TOM?S SMEJKAL ET AL: "Transition-State Stabilization by a Secondary Substrate-Ligand Interaction: A New Design Principle for Highly Efficient Transition-Metal Catalysis", CHEMISTRY - A EUROPEAN JOURNAL, vol. 16, no. 8, 22 February 2010 (2010-02-22), DE, pages 2470 - 2478, XP055430153, ISSN: 0947-6539, DOI: 10.1002/chem.200902553
Designated contracting state (EPC)
AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR
Designated extension state (EPC)
BA ME
DOCDB simple family (publication)
WO 2014195493 A1 20141211; CN 105263897 A 20160120; CN 105263897 B 20171229; EP 3004045 A1 20160413; FR 3006685 A1 20141212; FR 3006685 B1 20160722; US 2016115120 A1 20160428
DOCDB simple family (application)
EP 2014061899 W 20140606; CN 201480032335 A 20140606; EP 14728226 A 20140606; FR 1301301 A 20130606; US 201414896247 A 20140606