KR840003236A - 올레핀의 시안화 수소화 - Google Patents
올레핀의 시안화 수소화 Download PDFInfo
- Publication number
- KR840003236A KR840003236A KR1019830000098A KR830000098A KR840003236A KR 840003236 A KR840003236 A KR 840003236A KR 1019830000098 A KR1019830000098 A KR 1019830000098A KR 830000098 A KR830000098 A KR 830000098A KR 840003236 A KR840003236 A KR 840003236A
- Authority
- KR
- South Korea
- Prior art keywords
- molar ratio
- total
- hydrogen cyanide
- nickel
- catalyst
- Prior art date
Links
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 title claims 12
- 150000001336 alkenes Chemical class 0.000 title 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 8
- CFEYBLWMNFZOPB-UHFFFAOYSA-N Allylacetonitrile Natural products C=CCCC#N CFEYBLWMNFZOPB-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 239000003446 ligand Substances 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 4
- 229910052759 nickel Inorganic materials 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- UVKXJAUUKPDDNW-NSCUHMNNSA-N (e)-pent-3-enenitrile Chemical compound C\C=C\CC#N UVKXJAUUKPDDNW-NSCUHMNNSA-N 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 238000007333 cyanation reaction Methods 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 150000002825 nitriles Chemical class 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 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
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/146—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of boron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
-
- 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)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 시안화수소화의 온도를 약 75℃미만으로 유지하고, 반응에 관여하는 다른 화합물들에 대한 시안화수소의 양을, 이를테면 불포화니트릴에 대한 시안화수소의 총 몰비율이 약 0.18/1내지 0.7/1.0가 닉켈 촉매에 대한 시안화수소의 총 몰비율이 약 10/1내지 116/1및 조촉매에 대한 사안화수소의 총 몰비율이 30/1내지 400/1이 되도록 조절하며, 또 촉매로서 도입시키는 0가 닉켈 촉매에 대한 총 리간드의 몰비율이 5.0내지 7.8이 되도록 조절하여, 일반식 NiL4(L은 P(OAr)3이고, Ar은 아릴 또는 탄소 원자수 18개 이하의 치환된 아릴기임)으로 표시되는 0가 닉켈 리간드-함유 촉매와 아릴보란 조촉매의 존재하에 시안화 수소화를 행함을 특징으로 하는 탄소원자수 4내지 20개의 비공액 에틸렌계 불포화나트릴의 연속 시안화수소화 방법.
- 제1항에 있어서, 비공액 에틸렌계 불포화니트릴이 3-펜텐니트릴, 4-펜텐니트릴 및 이들의 혼합물로 이루어지는 그룹에서 선택되고; 3-및(또는) 4-펜텐니트릴, 0가 닉켈 촉매, 및 조촉매에 대한 시안화수소의 몰비율이 각각 0.25/1내지 0.55/1,20/1내지 75/1및 150/1내지 400/1이며; 닉켈에 대한 총 리간드의 몰비율이 약 6/1로 유지되는 방법.
- 제1항 또는 제2항에 있어서, 아릴보란 조촉매의 일반식이 BR3(R는 탄소원자수 6내지 12개의 아릴기임)로 표시되는 방법.
- 제3항에 있어서, Ar이 메타-톨릴, 파라-톨릴 및 이들의 혼합물로 이루어지는 그룹에서 선택되고, R이 페닐인 방법.
- 제1항에 있어서, 닉켈에 대한 총 리간드의 몰비율이 약6/1인 방법.
- 제4항에 있어서, 닉켈에 대한 총 리간드의 몰비율이 약 6/1인 방법.
- 제2항에 있어서, 온도가 30내지 65℃인 범위내로 유지되는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US339,059 | 1982-01-13 | ||
US339059 | 1982-01-13 | ||
US06/339,059 US4371474A (en) | 1982-01-13 | 1982-01-13 | Hydrocyanation of olefins |
Publications (2)
Publication Number | Publication Date |
---|---|
KR840003236A true KR840003236A (ko) | 1984-08-20 |
KR900008166B1 KR900008166B1 (ko) | 1990-11-05 |
Family
ID=23327312
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019830000098A KR900008166B1 (ko) | 1982-01-13 | 1983-01-13 | 올레핀의 하이드로시안화 방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US4371474A (ko) |
JP (1) | JPS58159452A (ko) |
KR (1) | KR900008166B1 (ko) |
BE (1) | BE895583A (ko) |
CA (1) | CA1181428A (ko) |
DE (1) | DE3300969A1 (ko) |
FR (1) | FR2519632B1 (ko) |
GB (1) | GB2113218B (ko) |
IT (1) | IT1160169B (ko) |
LU (1) | LU84579A1 (ko) |
NL (1) | NL8300119A (ko) |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4539302A (en) * | 1984-04-30 | 1985-09-03 | E. I. Du Pont De Nemours And Company | Recovery of zerovalent nickel complexes |
US4705881A (en) * | 1986-11-17 | 1987-11-10 | E. I. Du Pont De Nemours And Company | Continuous hydrocyanation process using zinc halide promoter |
CA2177135C (en) * | 1993-11-23 | 2005-04-26 | Wilson Tam | Processes and catalyst compositions for hydrocyanation of monoolefins |
US5512695A (en) * | 1994-04-14 | 1996-04-30 | E. I. Du Pont De Nemours And Company | Bidentate phosphite and nickel catalyst compositions for hydrocyanation of monoolefins |
JP3519410B2 (ja) | 1994-04-14 | 2004-04-12 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | モノオレフィン類のヒドロシアン化用二座ホスファイトとニッケル触媒の組成物 |
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 |
TW315370B (ko) * | 1994-10-07 | 1997-09-11 | Du Pont | |
US5449807A (en) * | 1994-11-18 | 1995-09-12 | E. I. Du Pont De Nemours And Company | Catalyzed vapor phase hydrocyanation of diolefinic compounds |
US5821378A (en) * | 1995-01-27 | 1998-10-13 | E. I. Du Pont De Nemours And Company | Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles |
IN187044B (ko) * | 1995-01-27 | 2002-01-05 | Du Pont | |
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 |
FR2850966B1 (fr) * | 2003-02-10 | 2005-03-18 | Rhodia Polyamide Intermediates | Procede de fabrication de composes dinitriles |
FR2854891B1 (fr) | 2003-05-12 | 2006-07-07 | Rhodia Polyamide Intermediates | Procede de preparation de dinitriles |
FR2854892B1 (fr) * | 2003-05-12 | 2005-06-24 | Rhodia Polyamide Intermediates | Procede de fabrication de dinitriles |
US7973174B2 (en) * | 2005-10-18 | 2011-07-05 | Invista North America S.A.R.L. | Process of making 3-aminopentanenitrile |
CA2644961A1 (en) * | 2006-03-17 | 2007-09-27 | Invista Technologies S.A.R.L. | Method for the purification of triorganophosphites by treatment with a basic additive |
US7709674B2 (en) * | 2006-07-14 | 2010-05-04 | Invista North America S.A R.L | Hydrocyanation process with reduced yield losses |
US7659422B2 (en) * | 2006-07-14 | 2010-02-09 | Invista North America S.A.R.L. | Hydrocyanation process with reduced yield losses |
US7880028B2 (en) * | 2006-07-14 | 2011-02-01 | Invista North America S.A R.L. | Process for making 3-pentenenitrile by hydrocyanation of butadiene |
US7919646B2 (en) * | 2006-07-14 | 2011-04-05 | Invista North America S.A R.L. | Hydrocyanation of 2-pentenenitrile |
CN101687658B (zh) | 2007-05-14 | 2013-07-24 | 因温斯特技术公司 | 高效反应器和方法 |
CN101952004B (zh) * | 2007-06-13 | 2015-08-12 | 因温斯特技术公司 | 改善己二腈质量的方法 |
EP2229354B1 (en) * | 2008-01-15 | 2013-03-20 | Invista Technologies S.à.r.l. | Process for making and refining 3-pentenenitrile, and for refining 2-methyl-3-butenenitrile |
WO2009091790A1 (en) * | 2008-01-15 | 2009-07-23 | Invista Technologies S.A.R.L. | Hydrocyanation of pentenenitriles |
EP2407444A3 (en) * | 2008-03-19 | 2012-12-05 | Invista Technologies S.à.r.l. | Process for the preparation of dodecanedioic acid |
EP2334624B1 (en) * | 2008-10-14 | 2014-10-01 | Invista Technologies S.à.r.l. | Process for making 2-secondary-alkyl-4,5-di-(normal-alkyl)phenols |
EP2462103A4 (en) * | 2009-08-07 | 2014-01-08 | Invista Tech Sarl | HYDROGENATION AND ESTERIFICATION TO FORM DIESTERS |
DK2614070T3 (en) * | 2010-09-07 | 2017-10-16 | Invista Technologies Sarl | NICKEL COMPOSITIONS FOR THE MANUFACTURE OF NICKEL METAL AND NICKEL COMPLEXS |
CN103229778B (zh) * | 2013-05-07 | 2015-05-06 | 江苏辉丰农化股份有限公司 | 一种防治禾谷类作物病害的杀菌剂 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3853948A (en) * | 1965-11-23 | 1974-12-10 | Du Pont | Catalytic isomerization of 2-methyl-3-butenenitrile to linear pentene-nitriles |
GB1112539A (en) * | 1965-11-26 | 1968-05-08 | Du Pont | Preparation of organic nitriles |
US3766237A (en) * | 1972-01-25 | 1973-10-16 | Du Pont | Hydrocyanation of olefins |
US3818067A (en) * | 1972-07-20 | 1974-06-18 | Du Pont | Preparation of organic dinitriles |
US3903120A (en) * | 1973-06-19 | 1975-09-02 | Du Pont | Preparation of zerovalent nickel complexes from elemental nickel |
US4330483A (en) * | 1981-02-24 | 1982-05-18 | E. I. Du Pont De Nemours And Company | Hydrocyanation of olefins |
-
1982
- 1982-01-13 US US06/339,059 patent/US4371474A/en not_active Expired - Lifetime
-
1983
- 1983-01-10 FR FR8300263A patent/FR2519632B1/fr not_active Expired
- 1983-01-11 LU LU84579A patent/LU84579A1/fr unknown
- 1983-01-11 CA CA000419235A patent/CA1181428A/en not_active Expired
- 1983-01-12 GB GB08300786A patent/GB2113218B/en not_active Expired
- 1983-01-12 BE BE0/209882A patent/BE895583A/fr not_active IP Right Cessation
- 1983-01-12 JP JP58002358A patent/JPS58159452A/ja active Granted
- 1983-01-12 IT IT19081/83A patent/IT1160169B/it active
- 1983-01-13 NL NL8300119A patent/NL8300119A/nl active Search and Examination
- 1983-01-13 DE DE19833300969 patent/DE3300969A1/de active Granted
- 1983-01-13 KR KR1019830000098A patent/KR900008166B1/ko not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
DE3300969A1 (de) | 1983-07-21 |
GB8300786D0 (en) | 1983-02-16 |
JPH0251901B2 (ko) | 1990-11-08 |
BE895583A (fr) | 1983-07-12 |
CA1181428A (en) | 1985-01-22 |
IT8319081A0 (it) | 1983-01-12 |
GB2113218B (en) | 1986-06-04 |
NL8300119A (nl) | 1983-08-01 |
KR900008166B1 (ko) | 1990-11-05 |
JPS58159452A (ja) | 1983-09-21 |
GB2113218A (en) | 1983-08-03 |
FR2519632A1 (fr) | 1983-07-18 |
LU84579A1 (fr) | 1983-09-08 |
FR2519632B1 (fr) | 1987-05-07 |
US4371474A (en) | 1983-02-01 |
DE3300969C2 (ko) | 1991-09-12 |
IT1160169B (it) | 1987-03-04 |
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