KR970707078A - 디올레핀계 화합물의 촉매화 증기상 하이드로시안화(catalyzed vapor phase hydrocyanation of diolefinic compounds) - Google Patents
디올레핀계 화합물의 촉매화 증기상 하이드로시안화(catalyzed vapor phase hydrocyanation of diolefinic compounds)Info
- Publication number
- KR970707078A KR970707078A KR1019970703331A KR19970703331A KR970707078A KR 970707078 A KR970707078 A KR 970707078A KR 1019970703331 A KR1019970703331 A KR 1019970703331A KR 19970703331 A KR19970703331 A KR 19970703331A KR 970707078 A KR970707078 A KR 970707078A
- Authority
- KR
- South Korea
- Prior art keywords
- independently
- diolefin
- vapor phase
- reaction
- hcn
- Prior art date
Links
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
- B01J31/1616—Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
-
- 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
-
- 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
- C07C255/06—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms of an acyclic and unsaturated carbon skeleton
- C07C255/07—Mononitriles
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
본 발명은 올레핀계 이중결합이 시아노기의 삼중결합에 공액되지 않는, 올레핀계 니트릴로 비환식 디올레핀계 화합물의 하이드로시안화를 위한 촉매화 증기상 방법에 관한 것이고, 하나 이상의 이배위 아인산염 및 영가 니켈을 포함하는 촉매 조성물이 사용된다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- 영가 니켈 및 하기 화학식(Ⅰ) 및 화학식(Ⅱ)로 이루어지는 그룹으로부터 선택되는 하나 이상의 이배위 아인산염 리간드를 포함하는 지지 촉매 조성물의 존재하에서, 135℃ 내지 170℃의 온도범위이내의 기상중에 HCN과 비환식 지방족 공액된 디올레핀계 화합물을 반응시켜 올레핀계 이중결합이 시아노기와 공액되지 않는 비환식 올레핀계 나트릴을 생성하는 것을 포함하는, 디올레핀계 화합물이 기상 하이드로시안화 방법 :상기 식에서, 각각의 R1은 독립적으로 3 내지 12개의 탄소원자의 2급 또는 3급 하이드로카빌이고; 각각의 R2는 독립적으로 H, C1내지 C12알킬 또는 OR3(R3는 C1내지 C12알킬이다)이고; 및상기 식에서, 각각의 R4는 독립적으로 12개 이하의 탄소원자의 3급 탄화수소 또는 OR5(R5는 C1내지 C12알킬이다)이고; 및 각각의 R6는 독립적으로 12개 이하의 탄소원자의 3급 탄화수소이다.
- 제1항에 있어서, 촉매 지지체가 실리카, 알루미나 및 탄소로 이루어지는 그룹으로부터 선택되는 방법.
- 제2항에 있어서, 지지체가 실리카인 방법.
- 제1항에 있어서, 반응이 140℃ 내지 160℃의 온도에서 수행되는 방법.
- 제1항에 있어서, 반응이 145℃ 내지 150℃의 온도에서 수행되는 방법.
- 제1항에 있어서, 출발 디올레핀계 화합물이 하기 화학식(Ⅳ)로 나타내어지는 디올레핀인 방법 :상기 식에서, 각각의 R7및 R8은 독립적으로 H 또는 C1내지 C3알킬이다.
- 제6항에 있어서, 출발 디올레핀계 화합물이 1, 3-부타디엔인 방법.
- 제1항에 있어서, 출발 디올레핀계 화합물이 촉매를 불활성화시키지 않는 하나 이상의 다른기로 치환되는 방법.
- 제7항에 있어서, HCN 및 1, 3-부타디엔이 용매 또는 희석제없이 반응이 도입되는 방법.
- 제7항에 있어서, 하나 이상의 HCN 및 1, 3-부타디엔이 반응으로 도입되기 전에 반응조건하에서 출발물질 및 촉매에 불활성인 용매중에 용해되고, 용액은 반응으로 도입되기 전에 증발되는 방법.
- 제1항에 있어서, 상기 방법이 연속공정인 방법.
- 제1항에 있어서, 상기 방법이 배치공정인 방법.
- 제11항에 있어서, 디올레핀계 화합물의 유동비가 연속 공급물의 시간당 촉매에 대한 그의 몰비가 5 : 1 내지 100 : 1 이도록 하는 방법.
- 제1항에 있어서, 디올레핀계 화합물 대 HCN의 몰비가 1 : 1 이상인 방법.
- 제1항에 있어서, 상기 방법이 101.3 내지 1013kPa 범위이내의 압력에서 수행되는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/342,195 | 1994-11-18 | ||
US08/342,195 US5449807A (en) | 1994-11-18 | 1994-11-18 | Catalyzed vapor phase hydrocyanation of diolefinic compounds |
US8/342,195 | 1994-11-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR970707078A true KR970707078A (ko) | 1997-12-01 |
KR100252616B1 KR100252616B1 (ko) | 2000-04-15 |
Family
ID=23340777
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019970703331A KR100252616B1 (ko) | 1994-11-18 | 1995-11-01 | 디올레핀계 화합물의 촉매화 증기상 하이드로시안화 |
Country Status (12)
Country | Link |
---|---|
US (1) | US5449807A (ko) |
EP (1) | EP0792259B1 (ko) |
JP (1) | JP3478399B2 (ko) |
KR (1) | KR100252616B1 (ko) |
CN (1) | CN1068307C (ko) |
AT (1) | ATE182881T1 (ko) |
BR (1) | BR9510347A (ko) |
CA (1) | CA2200700C (ko) |
DE (1) | DE69511284T2 (ko) |
ES (1) | ES2138761T3 (ko) |
MY (1) | MY115991A (ko) |
WO (1) | WO1996016022A1 (ko) |
Families Citing this family (34)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1995014659A1 (en) * | 1993-11-23 | 1995-06-01 | E.I. Du Pont De Nemours And Company | Processes and 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 |
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 |
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 |
IN187044B (ko) * | 1995-01-27 | 2002-01-05 | Du Pont | |
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 |
EP1621531B1 (en) * | 1996-04-02 | 2007-03-14 | INVISTA Technologies S.à.r.l. | Catayzed vapor-phase hydrocyanation of diolefinic compounds |
IN191521B (ko) * | 1996-04-02 | 2003-12-06 | Du Pont | |
US6121184A (en) * | 1997-07-29 | 2000-09-19 | E. I. Du Pont De Nemours And Company | Supported bis(phosphorus) ligands |
ZA986369B (en) * | 1997-07-29 | 2000-01-17 | Du Pont | Hydrocyanation of diolefins and isomerization of nonconjugated 2-alkyl-3-monoalkenenitriles. |
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 |
US6515161B1 (en) | 1999-09-20 | 2003-02-04 | E. I. Du Pont De Nemours And Company | Hydroformylation process utilizing multidentate phosphite ligands |
MY134758A (en) | 1999-09-20 | 2007-12-31 | Invista Tech Sarl | Multidentate phosphite ligands, catalyst compositions made therefrom and catalytic processes employing such multidentate phosphite ligands |
US6753440B2 (en) * | 2001-05-11 | 2004-06-22 | E.I. Du Pont De Nemours And Company | Copper-catalyzed vapor phase hydrocyanation of diolefinic compounds |
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 |
EP1948591A1 (en) | 2005-10-18 | 2008-07-30 | INVISTA Technologies S.à.r.l. | Process of making 3-aminopentanenitrile |
BRPI0709313A2 (pt) | 2006-03-17 | 2011-07-05 | Invista Tech Sarl | método de separação e método para a preparação de triorganofosfitos |
US7709674B2 (en) | 2006-07-14 | 2010-05-04 | 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 |
WO2008157218A1 (en) | 2007-06-13 | 2008-12-24 | Invista Technologies S.A.R.L. | Process for improving adiponitrile quality |
CN101910119B (zh) | 2008-01-15 | 2013-05-29 | 因温斯特技术公司 | 用于制备和精制3-戊烯腈,和用于精制2-甲基-3-丁烯腈的方法 |
EP2229353B1 (en) | 2008-01-15 | 2018-01-03 | INVISTA Textiles (U.K.) Limited | Hydrocyanation of pentenenitriles |
JP5619753B2 (ja) | 2008-10-14 | 2014-11-05 | インヴィスタテクノロジーズ エスアエルエル | 2−第二級−アルキル−4,5−ジ−(直鎖−アルキル)フェノール類を製造する方法 |
DE102008043582A1 (de) | 2008-11-07 | 2010-05-12 | Evonik Oxeno Gmbh | Verfahren zur Herstellung von 6-Chlorodibenzo(d,f) (1,3,2)-dioxaphosphepin |
DE102008043584A1 (de) | 2008-11-07 | 2010-05-12 | Evonik Oxeno Gmbh | Verfahren zur Herstellung von 6-Chlorodibenzo(d,f) (1,3,2)-dioxaphosphepin |
CN102471218B (zh) | 2009-08-07 | 2014-11-05 | 因温斯特技术公司 | 用于形成二酯的氢化并酯化 |
JP2013536878A (ja) * | 2010-09-07 | 2013-09-26 | インヴィスタ テクノロジーズ エスアエルエル | ニッケルリン配位子錯体の調製 |
DE102011002639A1 (de) | 2011-01-13 | 2012-07-19 | Evonik Oxeno Gmbh | Verfahren zur Herstellung von Biphephos |
DE102011002640B4 (de) | 2011-01-13 | 2021-10-07 | Evonik Operations Gmbh | Verfahren zur Aufreinigung von Biphephos |
KR101898369B1 (ko) | 2014-05-20 | 2018-09-12 | 에보니크 데구사 게엠베하 | 디메틸아미노부탄, 트리에틸아민 또는 트리에탄올아민을 사용하여 유기모노포스파이트의 염소 함량을 감소시키는 방법 |
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GB1166414A (en) * | 1967-10-11 | 1969-10-08 | Ucb Sa | Hydrodimerisation or Co-Hydrodimerisation of Acrylic Acid Derivatives |
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-
1994
- 1994-11-18 US US08/342,195 patent/US5449807A/en not_active Expired - Lifetime
-
1995
- 1995-10-31 MY MYPI9503285 patent/MY115991A/en unknown
- 1995-11-01 CA CA002200700A patent/CA2200700C/en not_active Expired - Fee Related
- 1995-11-01 EP EP95941390A patent/EP0792259B1/en not_active Expired - Lifetime
- 1995-11-01 ES ES95941390T patent/ES2138761T3/es not_active Expired - Lifetime
- 1995-11-01 KR KR1019970703331A patent/KR100252616B1/ko not_active IP Right Cessation
- 1995-11-01 BR BR9510347A patent/BR9510347A/pt not_active IP Right Cessation
- 1995-11-01 AT AT95941390T patent/ATE182881T1/de not_active IP Right Cessation
- 1995-11-01 JP JP51695296A patent/JP3478399B2/ja not_active Expired - Fee Related
- 1995-11-01 WO PCT/US1995/014787 patent/WO1996016022A1/en active IP Right Grant
- 1995-11-01 DE DE69511284T patent/DE69511284T2/de not_active Expired - Lifetime
- 1995-11-01 CN CN95196276A patent/CN1068307C/zh not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
MY115991A (en) | 2003-10-31 |
DE69511284D1 (de) | 1999-09-09 |
CN1163606A (zh) | 1997-10-29 |
US5449807A (en) | 1995-09-12 |
DE69511284T2 (de) | 2000-04-06 |
BR9510347A (pt) | 1997-12-23 |
ATE182881T1 (de) | 1999-08-15 |
JP3478399B2 (ja) | 2003-12-15 |
CA2200700A1 (en) | 1996-05-30 |
CN1068307C (zh) | 2001-07-11 |
KR100252616B1 (ko) | 2000-04-15 |
EP0792259A1 (en) | 1997-09-03 |
JPH10509954A (ja) | 1998-09-29 |
CA2200700C (en) | 2007-01-09 |
EP0792259B1 (en) | 1999-08-04 |
WO1996016022A1 (en) | 1996-05-30 |
ES2138761T3 (es) | 2000-01-16 |
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