AR084360A1 - Procedimiento de produccion de compuestos nitrilo-acido grasos - Google Patents
Procedimiento de produccion de compuestos nitrilo-acido grasosInfo
- Publication number
- AR084360A1 AR084360A1 ARP110104770A ARP110104770A AR084360A1 AR 084360 A1 AR084360 A1 AR 084360A1 AR P110104770 A ARP110104770 A AR P110104770A AR P110104770 A ARP110104770 A AR P110104770A AR 084360 A1 AR084360 A1 AR 084360A1
- Authority
- AR
- Argentina
- Prior art keywords
- nitrile
- heminitrile
- formula
- case
- unsaturated fatty
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/04—Preparatory processes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Polyamides (AREA)
Abstract
La presente tiene por objeto un procedimiento de síntesis de un nitrilo-ácido graso (heminitrilo) a partir de ácidos grasos insaturados, bajo forma de ácido, éster simple o «complejo» de tipo triglicérido, transformado primeramente en nitrilo graso insaturado que es sometido a un corte oxidante utilizando H2O2 como agente oxidante. Este procedimiento puede ser utilizado para la preparación de monómeros de poliamida, como los w-aminoácidos o diaminas o diácidos equivalentes a dicho heminitrilo y para la obtención de poliamidas a partir de materias primas de origen natural y de fuente renovable.Reivindicación 1: Procedimiento de síntesis de un heminitrilo de fórmula CN-(CH2)-COOH o de fórmula CN-R’-COOH en las cuales n está comprendido entre 4 y 13 (comprendidos bornes) y R’ representa un radical alquileno que comporta de 4 a 13 átomos de carbono y de 0 a 2 dobles uniones, siendo dicha síntesis realizada, a partir de un compuesto de tipo ácido (comprendidos éster o glicérido) graso insaturado de origen natural, que responde a la fórmula (R1-CH=CH-[(CH2)q-CH=CH]m-(CH2)r-COO-)p-G en la cual: R1 es H, un radical alquilo de 1 a 11 átomos de carbono que comporta según el caso una función hidróxila, q es un índice 0 ó 1, m y p son índices enteros, siendo m 0, 1 ó 2 y siendo p un entero comprendido entre 1 y 3 (comprendidos los bornes) si p es 1, en este caso, G es un H, un radical alquilo de 1 a 11, preferentemente de 2 a 11 átomos de carbono o un radical que comporta dos o tres átomos de carbono, portador de una o dos función(es) hidróxila(s), si p es 2, en este caso, G es el resto de un diol o del glicerol portador de una función hidróxila, si p es 3, en este caso, G es el resto del glicerol, r es un índice entero comprendido entre 4 y 13 (comprendidos los bornes)con las dobles uniones C=C en dicha fórmula pudiendo estar en conformación cis o trans y con dicho procedimiento que comporta una primera etapa de amoniación del compuesto de tipo ácido, éster o glicérido graso insaturado, conduciendo al nitrilo insaturado correspondiente, dicho nitrilo es sometido, en una segunda etapa, a una corte oxidante en dos fases sucesivas con formación de compuestos intermedios de tipo dioles vecinales, utilizando H2O2 como agente oxidante, en al menos una de las dos fases, para conducir a dicho heminitrilo.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1150173A FR2970252B1 (fr) | 2011-01-10 | 2011-01-10 | Procede de production de composes nitrile-acide gras |
| FR1155174A FR2970253B1 (fr) | 2011-01-10 | 2011-06-14 | Procede de production de composes nitrile-acide gras |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR084360A1 true AR084360A1 (es) | 2013-05-08 |
Family
ID=44212074
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP110104770A AR084360A1 (es) | 2011-01-10 | 2011-12-19 | Procedimiento de produccion de compuestos nitrilo-acido grasos |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US20130345388A1 (es) |
| EP (1) | EP2663546B1 (es) |
| JP (1) | JP5927206B2 (es) |
| KR (1) | KR101536067B1 (es) |
| CN (1) | CN103443069A (es) |
| AR (1) | AR084360A1 (es) |
| BR (1) | BR112013016348B1 (es) |
| CA (1) | CA2823854C (es) |
| FR (2) | FR2970252B1 (es) |
| PL (1) | PL2663546T3 (es) |
| WO (1) | WO2012095575A1 (es) |
| ZA (1) | ZA201304938B (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9035078B2 (en) * | 2011-07-08 | 2015-05-19 | Dsm Ip Assets B.V. | Preparation of nitrile compounds |
| FR2983478B1 (fr) | 2011-12-01 | 2013-11-15 | Arkema France | Procede de preparation d'aminoacide comprenant une etape d'hydroformylation d'un nitrile gras insature |
| FR3001964B1 (fr) | 2013-02-08 | 2015-02-20 | Arkema France | Synthese de compose insature ramifie par metathese croisee |
| FR3001965B1 (fr) * | 2013-02-08 | 2015-02-20 | Arkema France | Procede de synthese d'aminoacide par metathese, hydrolyse puis hydrogenation |
| FR3014102B1 (fr) * | 2013-12-03 | 2016-01-01 | Arkema France | Procede de separation d'un melange de cyano-acides presentant un eutectique. |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB641955A (en) | 1946-02-12 | 1950-08-23 | Sun Chemical Corp | Improvements in or relating to nitriles and process of making same |
| GB741739A (en) * | 1953-02-23 | 1955-12-14 | Courtaulds Ltd | Improvements in and relating to the production of omega-amino nonanoic acid |
| GB743491A (en) * | 1953-02-23 | 1956-01-18 | Courtaulds Ltd | Improvements in and relating to the production of omega-amino nonanoic acid |
| IT1251708B (it) | 1991-12-11 | 1995-05-20 | Novamont Spa | Procedimento per la preparazione di acidi carbossilici o loro esteri mediante scissione ossidativa di acidi grassi insaturi o loro esteri. |
| IT1256989B (it) * | 1992-10-29 | 1995-12-27 | Novamont Spa | Procedimento per la preparazione di acidi carbossilici o loro esteri mediante scissione ossidativa di acidi grassi insaturi o loro esteri. |
| IT1264607B1 (it) * | 1993-06-15 | 1996-10-04 | Caffaro Spa Ind Chim | Procedimento per la produzione di un acido carbossilico alifatico- funzionalizzato e intermedi di tale procedimento tra cui-2-oxepanone-7 |
| FR2714666B1 (fr) * | 1993-12-31 | 1996-03-01 | Rhone Poulenc Chimie | Procédé d'élimination d'effluents aqueux comprenant notamment des composés hydroxynitroaromatiques. |
| JPH09278706A (ja) | 1996-04-12 | 1997-10-28 | Nof Corp | ゴンドイン酸の製造法 |
| JPH09279179A (ja) | 1996-04-12 | 1997-10-28 | Nof Corp | ワツクスエステルからの脂肪酸の製造法 |
| ITMI20051779A1 (it) * | 2005-09-23 | 2007-03-24 | Novamont Spa | Processo migliorato per la produzione di derivati di acidi carbossilici saturi |
| FR2912741B1 (fr) * | 2007-02-15 | 2012-09-21 | Arkema France | Procede de synthese d'acides omega-amino-alcanoiques |
| 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 |
-
2011
- 2011-01-10 FR FR1150173A patent/FR2970252B1/fr not_active Expired - Fee Related
- 2011-06-14 FR FR1155174A patent/FR2970253B1/fr not_active Expired - Fee Related
- 2011-12-14 CA CA2823854A patent/CA2823854C/fr not_active Expired - Fee Related
- 2011-12-14 EP EP11817338.4A patent/EP2663546B1/fr not_active Not-in-force
- 2011-12-14 BR BR112013016348-8A patent/BR112013016348B1/pt not_active IP Right Cessation
- 2011-12-14 PL PL11817338T patent/PL2663546T3/pl unknown
- 2011-12-14 CN CN201180069170XA patent/CN103443069A/zh active Pending
- 2011-12-14 WO PCT/FR2011/052990 patent/WO2012095575A1/fr not_active Ceased
- 2011-12-14 US US13/976,619 patent/US20130345388A1/en not_active Abandoned
- 2011-12-14 KR KR1020137021153A patent/KR101536067B1/ko not_active Expired - Fee Related
- 2011-12-14 JP JP2013547886A patent/JP5927206B2/ja not_active Expired - Fee Related
- 2011-12-19 AR ARP110104770A patent/AR084360A1/es active IP Right Grant
-
2013
- 2013-07-02 ZA ZA2013/04938A patent/ZA201304938B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2014510024A (ja) | 2014-04-24 |
| WO2012095575A1 (fr) | 2012-07-19 |
| ZA201304938B (en) | 2014-07-30 |
| CA2823854A1 (fr) | 2012-07-19 |
| KR20130119474A (ko) | 2013-10-31 |
| BR112013016348B1 (pt) | 2020-04-07 |
| BR112013016348A2 (pt) | 2019-01-08 |
| EP2663546A1 (fr) | 2013-11-20 |
| US20130345388A1 (en) | 2013-12-26 |
| CN103443069A (zh) | 2013-12-11 |
| CA2823854C (fr) | 2016-02-02 |
| JP5927206B2 (ja) | 2016-06-01 |
| EP2663546B1 (fr) | 2017-08-09 |
| KR101536067B1 (ko) | 2015-07-10 |
| FR2970253B1 (fr) | 2013-09-06 |
| FR2970252B1 (fr) | 2013-11-15 |
| PL2663546T3 (pl) | 2018-01-31 |
| FR2970253A1 (fr) | 2012-07-13 |
| FR2970252A1 (fr) | 2012-07-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |