KR840003236A - 올레핀의 시안화 수소화 - Google Patents

올레핀의 시안화 수소화 Download PDF

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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
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South Korea
Prior art keywords
molar ratio
total
hydrogen cyanide
nickel
catalyst
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KR1019830000098A
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KR900008166B1 (ko
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라포포오트 모리스
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에이.엔.리디
이.아이.듀퐁 드 네모아 앤드 캄파니
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Publication of KR840003236A publication Critical patent/KR840003236A/ko
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Publication of KR900008166B1 publication Critical patent/KR900008166B1/ko

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    • 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

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  • 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

올레핀의 시안화 수소화
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (7)

  1. 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.
  2. 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.
  3. 제1항 또는 제2항에 있어서, 아릴보란 조촉매의 일반식이 BR3(R는 탄소원자수 6내지 12개의 아릴기임)로 표시되는 방법.
  4. 제3항에 있어서, Ar이 메타-톨릴, 파라-톨릴 및 이들의 혼합물로 이루어지는 그룹에서 선택되고, R이 페닐인 방법.
  5. 제1항에 있어서, 닉켈에 대한 총 리간드의 몰비율이 약6/1인 방법.
  6. 제4항에 있어서, 닉켈에 대한 총 리간드의 몰비율이 약 6/1인 방법.
  7. 제2항에 있어서, 온도가 30내지 65℃인 범위내로 유지되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830000098A 1982-01-13 1983-01-13 올레핀의 하이드로시안화 방법 KR900008166B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US339059 1982-01-13
US06/339,059 US4371474A (en) 1982-01-13 1982-01-13 Hydrocyanation of olefins
US339,059 1982-01-13

Publications (2)

Publication Number Publication Date
KR840003236A true KR840003236A (ko) 1984-08-20
KR900008166B1 KR900008166B1 (ko) 1990-11-05

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ID=23327312

Family Applications (1)

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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)

* Cited by examiner, † Cited by third party
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
BR9408151A (pt) * 1993-11-23 1997-08-05 Du Pont Processos de hidrocianação de precursor de catalisador
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
BR9507460A (pt) 1994-04-14 1997-09-02 Du Pont Processo para hidrocianação e composição de precursor de catalisador
TW315370B (ko) * 1994-10-07 1997-09-11 Du Pont
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
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
EP2322503B1 (en) * 2005-10-18 2014-12-31 Invista Technologies S.à.r.l. Process of making 3-aminopentanenitrile
PL387008A1 (pl) * 2006-03-17 2009-05-11 Invista Technologies S.A.R.L. Sposób oczyszczania triorganofosforynów przez obróbkę dodatkiem zasadowym
US7919646B2 (en) 2006-07-14 2011-04-05 Invista North America S.A R.L. Hydrocyanation of 2-pentenenitrile
US7880028B2 (en) * 2006-07-14 2011-02-01 Invista North America S.A R.L. Process for making 3-pentenenitrile by hydrocyanation of butadiene
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
EP2146930A2 (en) 2007-05-14 2010-01-27 INVISTA Technologies S.à.r.l. High efficiency reactor and process
WO2008157218A1 (en) * 2007-06-13 2008-12-24 Invista Technologies S.A.R.L. Process for improving adiponitrile quality
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
EP2229353B1 (en) * 2008-01-15 2018-01-03 INVISTA Textiles (U.K.) Limited Hydrocyanation of pentenenitriles
US20090240068A1 (en) * 2008-03-19 2009-09-24 Invista North America S.A.R.L. Methods of making cyclododecatriene and methods of making laurolactone
ES2526868T3 (es) * 2008-10-14 2015-01-16 Invista Technologies S.À.R.L. Procedimiento de preparación de 2-alquilsecundario-4,5-di-(alquilnormal)fenoles
EP2462103A4 (en) * 2009-08-07 2014-01-08 Invista Tech Sarl HYDROGENATION AND ESTERIFICATION TO FORM DIESTERS
WO2012033555A1 (en) * 2010-09-07 2012-03-15 Invista Technologies S.A.R.L. Nickel compositions for preparing nickel metal and nickel complexes
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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
JPH0251901B2 (ko) 1990-11-08
BE895583A (fr) 1983-07-12
KR900008166B1 (ko) 1990-11-05
GB2113218B (en) 1986-06-04
US4371474A (en) 1983-02-01
GB2113218A (en) 1983-08-03
FR2519632A1 (fr) 1983-07-18
DE3300969A1 (de) 1983-07-21
NL8300119A (nl) 1983-08-01
IT8319081A0 (it) 1983-01-12
CA1181428A (en) 1985-01-22
JPS58159452A (ja) 1983-09-21
FR2519632B1 (fr) 1987-05-07
LU84579A1 (fr) 1983-09-08
GB8300786D0 (en) 1983-02-16
IT1160169B (it) 1987-03-04
DE3300969C2 (ko) 1991-09-12

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