UA107331C2 - Способ получения нитрильных соединений из этиленненасищеных соединений - Google Patents
Способ получения нитрильных соединений из этиленненасищеных соединенийInfo
- Publication number
- UA107331C2 UA107331C2 UAA201100527A UAA201100527A UA107331C2 UA 107331 C2 UA107331 C2 UA 107331C2 UA A201100527 A UAA201100527 A UA A201100527A UA A201100527 A UAA201100527 A UA A201100527A UA 107331 C2 UA107331 C2 UA 107331C2
- Authority
- UA
- Ukraine
- Prior art keywords
- ethylenically unsaturated
- organic compounds
- unsaturated organic
- present
- nitrile compound
- Prior art date
Links
- -1 nitrile compound Chemical class 0.000 title abstract 2
- 150000002894 organic compounds Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- 238000005669 hydrocyanation reaction Methods 0.000 abstract 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002825 nitriles Chemical group 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/08—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds
- C07C253/10—Preparation of carboxylic acid nitriles by addition of hydrogen cyanide or salts thereof to unsaturated compounds to compounds containing 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
- 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
- B01J31/1845—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 phosphorus
- B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
- B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple 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
- B01J2531/84—Metals of the iron group
- B01J2531/847—Nickel
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Данное изобретение относится к способу гидроцианирования этиленненасищеных органических соединений для получения соединений, содержащих, по крайней мере, одну нитрильную функциональную группу. Согласно изобретению предложен способ гидроцианирования углеводородного соединения, содержащего, по крайней мере, одну этиленненасищенную связь путем реакции в жидкой среде с цианистоводородной кислотой в присутствии катализатора, содержащего металлический элемент, выбранный из переходных металлов, и фосфорорганический лиганд, причем фосфорорганический лиганд состоит из смеси, по крайней мере, одного монодентатного органофосфитного соединения и по крайней мере одного органофосфиного соединения. Данное изобретение относится, в частности, синтеза адипонитрила из бутадиена.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0803374A FR2932477B1 (fr) | 2008-06-17 | 2008-06-17 | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| PCT/EP2009/056916 WO2009153171A1 (fr) | 2008-06-17 | 2009-06-05 | Procédé de fabrication de composés nitriles a partir de composés a insaturation éthylénique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA107331C2 true UA107331C2 (ru) | 2014-12-25 |
Family
ID=40377709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UAA201100527A UA107331C2 (ru) | 2008-06-17 | 2009-06-05 | Способ получения нитрильных соединений из этиленненасищеных соединений |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US9233917B2 (ru) |
| EP (1) | EP2310358B1 (ru) |
| JP (1) | JP2011524394A (ru) |
| KR (1) | KR101308187B1 (ru) |
| CN (1) | CN102089275B (ru) |
| FR (1) | FR2932477B1 (ru) |
| RU (1) | RU2509075C2 (ru) |
| SG (1) | SG191670A1 (ru) |
| TW (1) | TW201004908A (ru) |
| UA (1) | UA107331C2 (ru) |
| WO (1) | WO2009153171A1 (ru) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2926816B1 (fr) * | 2008-01-25 | 2010-05-14 | Rhodia Operations | Procede de fabrication de composes comprenant des fonctions nitriles |
| FR2932477B1 (fr) | 2008-06-17 | 2013-01-18 | Rhodia Operations | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| FR2937321B1 (fr) | 2008-10-21 | 2010-10-22 | Rhodia Operations | Procede de fabrication de composes comprenant des fonctions nitriles |
| CN103694136B (zh) * | 2014-01-06 | 2015-11-18 | 重庆中平紫光科技发展有限公司 | 丁二烯一步法合成己二腈的方法 |
| CN106999920B (zh) * | 2014-11-20 | 2021-11-02 | 英威达纺织(英国)有限公司 | 具有高配体络合活性的镍和制造其的方法 |
| EP3176151A1 (en) * | 2015-12-01 | 2017-06-07 | Studiengesellschaft Kohle mbH | Process for the catalytic reversible alkene-nitrile interconversion |
| CN112844474B (zh) * | 2020-12-24 | 2023-04-14 | 广东新华粤石化集团股份公司 | 一种用于高碳烯烃氢甲酰化的有机聚合物催化剂及应用 |
| CN113912516B (zh) | 2021-10-15 | 2023-06-27 | 浙江新和成股份有限公司 | 一种多齿亚磷酸酯配体在催化合成己二腈中的应用 |
| CN113956180B (zh) * | 2021-11-08 | 2024-04-09 | 中国天辰工程有限公司 | 一种己二腈的合成方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3496215A (en) | 1965-11-23 | 1970-02-17 | Du Pont | Hydrocyanation of olefins using selected nickel phosphite catalysts |
| GB1112539A (en) | 1965-11-26 | 1968-05-08 | Du Pont | Preparation of organic nitriles |
| FR1529134A (fr) | 1966-06-24 | 1968-06-14 | Du Pont | Procédé d'addition de l'acide cyanhydrique aux oléfines et produits obtenus par ce procédé |
| US3496217A (en) | 1967-05-23 | 1970-02-17 | Du Pont | Hydrocyanation of olefins |
| FR1599764A (ru) | 1967-09-12 | 1970-07-20 | ||
| NL6815746A (ru) * | 1967-11-06 | 1969-05-08 | ||
| US3579560A (en) * | 1967-11-06 | 1971-05-18 | Du Pont | Isomerization of nitriles |
| US3694485A (en) * | 1967-11-06 | 1972-09-26 | Du Pont | Hydrocyanation of olefins |
| US3655723A (en) * | 1969-10-31 | 1972-04-11 | Du Pont | Hydrocyanation of olefins |
| BE757731A (fr) | 1969-11-13 | 1971-04-01 | Du Pont | Procede de cyanuration des olefines |
| US3631191A (en) | 1970-04-08 | 1971-12-28 | Du Pont | Synthesis of zero valent nickel-tetrakis triaryl phosphite complexes |
| US3766231A (en) | 1971-08-02 | 1973-10-16 | Du Pont | Compounds of zero valent nickel containing n bonded nitriles |
| US3766237A (en) * | 1972-01-25 | 1973-10-16 | Du Pont | Hydrocyanation of olefins |
| US3773809A (en) | 1972-06-28 | 1973-11-20 | Du Pont | Separation of organic phosphorus compounds and their metal complexes from organic nitriles in the hydrocyanation of olefins |
| US3864380A (en) | 1974-01-17 | 1975-02-04 | Du Pont | Hydrocyanation of Olefins |
| US4082811A (en) | 1977-02-23 | 1978-04-04 | E. I. Du Pont De Nemours And Company | Recovery of metal and triarylborane catalyst components from olefin hydrocyanation residue |
| US4339395A (en) | 1981-04-15 | 1982-07-13 | E. I. Du Pont De Nemours And Company | Treatment of olefin hydrocyanation products |
| US4416825A (en) | 1982-02-23 | 1983-11-22 | E. I. Du Pont De Nemours & Co. | Preparation of zerovalent nickel complexes |
| US4774353A (en) | 1986-06-05 | 1988-09-27 | E. I. Du Pont De Nemours And Company | Triorganotin catalyst promoters for hydrocyanation |
| US4874884A (en) | 1988-03-31 | 1989-10-17 | E. I. Du Pont De Nemours And Company | Promoter synergism in pentenenitrile hydrocyanation |
| CA1324613C (en) | 1988-03-31 | 1993-11-23 | Ronald J. Mckinney | Promoter synergism in pentenenitrile hydrocyanation |
| FR2710909B1 (fr) * | 1993-10-08 | 1995-12-15 | Rhone Poulenc Chimie | Procédé d'isomérisation du méthyl-2 butène-3 nitrile. |
| FR2711987B1 (fr) * | 1993-11-03 | 1995-12-15 | Rhone Poulenc Chimie | Procédé d'hydrocyanation de nitriles insaturés en dinitriles. |
| US5512696A (en) | 1995-07-21 | 1996-04-30 | E. I. Du Pont De Nemours And Company | Hydrocyanation process and multidentate phosphite and nickel catalyst composition therefor |
| IN187044B (ru) | 1995-01-27 | 2002-01-05 | Du Pont | |
| FR2739378B1 (fr) * | 1995-09-29 | 1997-10-31 | Rhone Poulenc Fibres | Procede d'hydrocyanation de composes organiques a insaturation ethylenique |
| US5693843A (en) | 1995-12-22 | 1997-12-02 | E. I. Du Pont De Nemours And Company | Process for hydrocyanation of diolefins and isomerization of nonconjugated 2 alkyl-3-monoalkenenitriles |
| IT1286497B1 (it) * | 1996-11-20 | 1998-07-15 | Italfarmaco Sud Spa | Difosfine di tipo misto eteroariliche-ariliche come leganti chirali, relativi complessi con metalli di transizione e impiego di detti |
| US5847191A (en) | 1997-07-29 | 1998-12-08 | E. I. Du Pont De Nemours And Company | Process for the hydrocyanation of monoolefins using bidentate phosphite ligands and zero-valent nickel |
| US5959135A (en) | 1997-07-29 | 1999-09-28 | E. I. Du Pont De Nemours And Company | Hydrocyanation processes and multidentate phosphite ligand and nickel catalyst compositions thereof |
| ZA986374B (en) | 1997-07-29 | 2000-01-17 | Du Pont | Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles. |
| MY124170A (en) | 1997-07-29 | 2006-06-30 | Invista Tech Sarl | Hydrocyanation processes and multidentate phosphite ligand and nickel catalyst compositions therefor |
| ZA986369B (en) | 1997-07-29 | 2000-01-17 | Du Pont | Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles. |
| ATE269158T1 (de) | 1998-04-16 | 2004-07-15 | Du Pont | Hydrocyanierung von olefinen und isomerisierung von nichtkonjugierten 2-alkyl-3-monoalken- nitrilen |
| FR2778915B1 (fr) * | 1998-05-20 | 2000-06-30 | Rhone Poulenc Fibres | Nouvelles furylphosphines et complexes organometalliques les comprenant |
| US6229052B1 (en) | 1998-05-29 | 2001-05-08 | E. I. Du Pont De Nemours And Company | Hydroformylation of olefins using supported bis(phosphorus) ligands |
| DE19825212A1 (de) | 1998-06-05 | 1999-12-09 | Basf Ag | Katalysator, umfassend einen Komplex eines Metalls der VIII. Nebengruppe auf Basis eines zweizähnigen Phosphonitliganden und Verfahren zur Herstellung von Nitrilen |
| AU4253799A (en) | 1998-06-12 | 2000-01-05 | Micrologix Biotech, Inc. | Cancer therapy with cationic peptides |
| US6252121B1 (en) * | 1999-07-27 | 2001-06-26 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US6048996A (en) | 1999-08-26 | 2000-04-11 | E. I. Du Pont De Nemours And Company | Insoluble promoters for nickel-catalyzed hydrocyanation of monoolefins |
| DE19953058A1 (de) | 1999-11-03 | 2001-05-10 | Basf Ag | Phosphite |
| DE10038037A1 (de) | 2000-08-02 | 2002-04-18 | Basf Ag | Zur Herstellung von Nitrilen geeigneter Katalysator und Verfahren zur Herstellung von Nitrilen |
| FR2815344B1 (fr) | 2000-10-13 | 2004-01-30 | Rhodia Polyamide Intermediates | Procede d'hydrocyanation de composes organiques a insaturation ethylenique |
| FR2819250B1 (fr) * | 2001-01-05 | 2004-12-03 | Rhodia Polyamide Intermediates | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| DE10100708A1 (de) | 2001-01-10 | 2002-07-11 | Oxeno Olefinchemie Gmbh | Neue N-Phenylpyrrolbisphosphanverbindungen und deren Metallkomplexe |
| DE10136488A1 (de) | 2001-07-27 | 2003-02-06 | Basf Ag | Ni(O) enthaltendes Katalysatorsystem |
| FR2830530B1 (fr) | 2001-10-08 | 2004-07-02 | Rhodia Polyamide Intermediates | Procede de transformation, d'une part, de composes a insaturation ethylenique en nitriles et, d'autre part, de nitriles branches en nitriles lineaires |
| FR2835833B1 (fr) | 2002-02-13 | 2004-03-19 | Rhodia Polyamide Intermediates | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| FR2842196B1 (fr) | 2002-07-15 | 2006-01-13 | Rhodia Polyamide Intermediates | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| US6599398B1 (en) | 2002-07-17 | 2003-07-29 | E. I. Du Pont De Nemours And Company | Recovery of adiponitrile from a mixture of adiponitrile, aminocapronitrile and hexamethylenediamine |
| FR2845379B1 (fr) | 2002-10-04 | 2004-12-03 | Rhodia Polyamide Intermediates | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| FR2847898A1 (fr) | 2002-12-02 | 2004-06-04 | Rhodia Polyamide Intermediates | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| FR2849027B1 (fr) | 2002-12-23 | 2005-01-21 | Rhodia Polyamide Intermediates | Procede de synthese de composes comprenant des fonctions nitriles a partir de composes a insaturations ethyleniques |
| DE10314761A1 (de) | 2003-03-31 | 2004-10-14 | Basf Ag | Als Katalysator für die Hydrocyanierung von olefinisch ungesättigten Verbindungen geeignetes System |
| FR2854892B1 (fr) * | 2003-05-12 | 2005-06-24 | Rhodia Polyamide Intermediates | Procede de fabrication de dinitriles |
| DE102004052040A1 (de) | 2004-10-26 | 2006-04-27 | Basf Ag | Liganden zur asymmetrischen Hydroformylierung |
| FR2926816B1 (fr) | 2008-01-25 | 2010-05-14 | Rhodia Operations | Procede de fabrication de composes comprenant des fonctions nitriles |
| FR2932476B1 (fr) | 2008-06-17 | 2010-07-30 | Rhodia Operations | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| FR2932477B1 (fr) | 2008-06-17 | 2013-01-18 | Rhodia Operations | Procede de fabrication de composes nitriles a partir de composes a insaturation ethylenique |
| FR2941455B1 (fr) | 2009-01-29 | 2011-02-11 | Rhodia Operations | Procede de fabrication de composes comprenant des fonctions nitriles |
-
2008
- 2008-06-17 FR FR0803374A patent/FR2932477B1/fr not_active Expired - Fee Related
-
2009
- 2009-06-05 UA UAA201100527A patent/UA107331C2/ru unknown
- 2009-06-05 KR KR1020107028306A patent/KR101308187B1/ko not_active Expired - Fee Related
- 2009-06-05 EP EP09765751.4A patent/EP2310358B1/fr active Active
- 2009-06-05 US US12/999,336 patent/US9233917B2/en not_active Expired - Fee Related
- 2009-06-05 CN CN200980126477.1A patent/CN102089275B/zh active Active
- 2009-06-05 SG SG2013045885A patent/SG191670A1/en unknown
- 2009-06-05 RU RU2011101416/04A patent/RU2509075C2/ru not_active IP Right Cessation
- 2009-06-05 WO PCT/EP2009/056916 patent/WO2009153171A1/fr not_active Ceased
- 2009-06-05 JP JP2011513980A patent/JP2011524394A/ja active Pending
- 2009-06-16 TW TW098120146A patent/TW201004908A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20110009248A (ko) | 2011-01-27 |
| US20110166376A1 (en) | 2011-07-07 |
| RU2011101416A (ru) | 2012-07-27 |
| SG191670A1 (en) | 2013-07-31 |
| RU2509075C2 (ru) | 2014-03-10 |
| TW201004908A (en) | 2010-02-01 |
| FR2932477A1 (fr) | 2009-12-18 |
| CN102089275B (zh) | 2017-06-27 |
| KR101308187B1 (ko) | 2013-09-12 |
| EP2310358A1 (fr) | 2011-04-20 |
| CN102089275A (zh) | 2011-06-08 |
| FR2932477B1 (fr) | 2013-01-18 |
| JP2011524394A (ja) | 2011-09-01 |
| WO2009153171A1 (fr) | 2009-12-23 |
| EP2310358B1 (fr) | 2018-09-26 |
| US9233917B2 (en) | 2016-01-12 |
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