KR960705770A - 모노올레핀의 하이드로시안화 방법 및 이를 위한 촉매 조성물(processes and catalyst compositions for hydrocyanation of monoolefins) - Google Patents
모노올레핀의 하이드로시안화 방법 및 이를 위한 촉매 조성물(processes and catalyst compositions for hydrocyanation of monoolefins)Info
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Abstract
바람직하게는 루이스산 촉진제의 존재하에 2자리 포스파이트 리간드 및 0가 니켈을 포함하는 촉매 전구체 조성물을 사용하는, 비공액 비환형 지방족 모노올레핀, 에스테르 그룹에 공액화된 모노올레핀 또는 니트릴 그룹에 공액화된 모노올레핀의 하이드로시안화 방법. 촉매 구체 조성물도 또한 개시되어 있다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (30)
- 비공액 비환형 지방족 모노올레핀, 에스테르 그룹에 공액화된 모노 올레핀 또는 니트릴 그룹에 공액화된 모노올레핀을 0가 니켈 및 하기 일반식(Ⅰ)의 2자기 포스파이트 리간드를 포함하는 촉매 전구체 조성물의 존재하에서 HCN 공급원과 반응시켜 말단 유기니트릴을 생성시키는 것을 포함하는 하이드로시안화 방법:여기에서, R1은 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화 수소이거나 또는 OR4(R4는 C1-C12알킬이다)이고, R5는 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이다.
- 제1항에 있어서, 반응이 루이스산 촉진제의 존재하에 수행되는 방법.
- 제1항 또는 제2항에 있어서, 비공액 비환형 지방족 모노올레핀, 에스테르 그룹에 공액화된 모노올레핀 또는 니트릴 그룹에 공액화된 모노올레핀이 하기 일반식(Ⅵ)의 화합물이고, 말단 유기니트릴 생성물이 하기 일반식(Ⅶ)의 화합물인 방법:CH3-(CH2)y-CH=CH-(CH2)x-R2 (Ⅵ)NC-(CH2)Y+X+3-R2 (Ⅶ)여기에서, R2는 H, CN, CO2R3또는 퍼플루오로알킬이고, y는 0 내지 12이며, x는 0 내지 12이고, R3는 알킬이다.
- 제1항 또는 제2항에 있어서, 비공액 비환형 지방족 모노올레핀, 에스테르 그룹에 공액화된 모노올레핀 또는 니트릴 그룹에 공액화된 모노올레핀이 하기 일반식(Ⅷ)의 화합물이고, 말단 유기니트릴 생성물이 하기 일반식(Ⅸ)의 화합물인 방법:CH=CH-(CH2)x-R2 (Ⅷ)NC-(CH2)X+2-R2 (Ⅸ)여기에서, R2는 H, CN, CO2R3또는 퍼플루오로알킬이고, x는 0 내지 12이며, R3는 알킬이다.
- 제1항 또는 제2항에 있어서, R1이 각각 OR4이고 R4는 독립적으로 메틸, 에틸, 이소프로필 또는 t-부틸인 방법.
- 제5항에 있어서, R1이 각각 OR4이고 R4는 메틸인 방법.
- 제1항 또는 제2항에 있어서, 비공액 비환형 지방족 모노올레핀, 에스테르 그룹에 공액화된 모노올레핀 또는 니트릴 그룹에 공액화된 모노올레핀이 2-펜텐니트릴, 3-펜텐니트릴, 4-펜텐니트릴, 알킬 2-펜테노에이트, 알킬 3-펜테노에이트, 알킬 4-펜테노에이트 또는 식 CxF2x+1CH=CH2(x는 1 내지 12이다)의 화합물인 방법.
- 제1항 또는 제2항에 있어서, 말단 유기니트릴이 아디포니트릴, 알킬 5-시아노발레레이트, 3-(퍼플루오로알킬)프로피오니트릴 또는 식 CxF2x+1CH2CH2CN(x는 1 내지 12이다)의 화합물인 방법.
- 제2항에 있어서, 루이스산 촉진제가, 양이온이 스칸듐, 티탄, 바나듐, 크롬, 망간, 철, 코발트, 구리, 아연, 붕소, 알루미늄, 이트륨, 지르코늄, 니오븀, 몰리브덴, 카드뮴, 레늄 및 주석으로 이루어진 군에서 선택되는 무기 또는 유기 금속 화합물인 방법.
- 제9항에 있어서, 루이스산 촉진제가 ZnCl2, CdCl2, B(C6H5)3또는 (C6H5)3SnX (X는 CF3SO3, CH3C6H5SO3또는 (C6H5)3BCN이다)인 방법.
- 제1항 또는 제2항에 있어서, 반응이 0 내지 150℃의 온도 및 대기압하에서 수행되는 방법.
- 제1항 또는 제2항에 있어서, R1이 각각 OR4이고 R4는 각각 메틸이며, 모노올레핀이 3-펜텐니트릴인 방법.
- 제1항 또는 제2항에 있어서, R1이 각각 OR4이고 R4는 각각 메틸이며, 모노올레핀이 2-펜텐니트릴인 방법.
- O가 니켈, 및 하기 일반식(Ⅰ)의 2자리 포스파이트 리간드를 포함하는 촉매 전구체 조성물:여기에서, R1은 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이거나 또는 OR4(R4는 C1-C12알킬이다)이고, R5는 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이다.
- 제14항에 있어서, 루이스산 촉진제를 추가로 포함하는 촉매 전구체 조성물.
- 제14항 또는 제15항에 있어서, R1이 각각 OR4이고 R4는 각각 알킬인 촉매 전구체 조성물.
- 제16항에 있어서, R1이 각각 OR4이고 R4는 각각 메틸인 촉매 전구체 조성물.
- 제14항 또는 제15항에 있어서, R5가 각각 4개의 탄소원자를 함유하는 3급 탄화수소인 촉매 전구체 조성물.
- O가 니켈, 및 하기 일반식(Ⅱ),(Ⅲ),(Ⅳ) 및 (Ⅴ)로 이루어진 군에서 선택된 2자리 포스파이트 리간드를 포함하는 촉매 전구체 조성물;여기에서, R6및 R7은 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이고, R8은 각각 독립적으로 H 또는 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이거나, 또는 OR4(R4는 C1-C12알킬이다)이고, R9는 각각 독립적으로 H 또는 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이거나, 또는 OR4(R4는 C1-C12알킬이다)이고, R10은 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이며, R14는 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이거나, 또는 Si(R11)3(R11은 독립적으로 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이거나 또는 페닐이다)이고, R12는 H 또는 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이고, R13은 각각 독립적으로 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이다.
- 제19항에 있어서, 루이스산 촉진제를 추가로 포함하는 촉매 전구체 조성물.
- 제19항 또는 제20항에 있어서, 2자리 포스파이트 리간드로서 상기 일반식(Ⅱ)의 화합물이 선택되고, R6및 R7이 각각 t-부틸이고 R8이고 OCH3또는 H인 촉매 전구체 조성물.
- 제19항 또는 제20항에 있어서, 2자리 포스파이트 리간드로서 상기 일반식(Ⅲ)의 화합물이 선택되고, R9가 각각 OCH3이고 R10이 각각 t-부틸인 촉매 전구체 조성물.
- 제19항 또는 제20항에 있어서, 2자리 포스파이트 리간드로서 상기 일반식(Ⅳ)의 화합물이 선택되고, R14가 각각 트리페닐 실릴인 촉매 전구체 조성물.
- 제19항 또는 제20항에 있어서, 2자리 포스파이트 리간드로서 상기 일반식(Ⅴ)의 화합물이 선택되고, R12가 H이고 R13이 각각 CH3인 촉매 전구체 조성물.
- 비공액 비환형 지방족 모노올레핀, 에스테르 그룹에 공액화된 모노올레핀 또는 니트릴 그룹에 공액화된 모노올레핀을, O가 니켈, 및 하기 일반식(Ⅱ), (Ⅲ), (Ⅳ) 및 (Ⅴ)로 이루어진 군에서 선택된 2자리 포스파이트 리간드를 포함하는 촉매 전구체 조성물의 존재하에서 HCN 공급원과 반응시켜 말단 유기니트릴을 생성시키는 것을 포함하는 하이드로시안화 방법:여기에서, R6및 R7은 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이고, R8은 각각 독립적으로 H 또는 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이거나, 또는 OR4(R4는 C1-C12알킬이다)이고, R9는 각각 독립적으로 H 또는 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이거나, 또는 OR4(R4는 C1-C12알킬이다)이고, R10은 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이며, R14는 각각 독립적으로 3급 치환된 탄소원자수 12 이하의 탄화수소이거나, 또는 Si(R11)3(R11은 독립적으로 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이거나 또는 페닐이다)이고, R12는 H 또는 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이고, R13은 각각 독립적으로 탄소원자수 12 이하의 분지쇄 또는 직쇄 알킬이다.
- 제25항에 있어서, 반응이 루이스산 촉진제의 존재하에 수행되는 방법.
- 제25항 또는 제26항에 있어서, 2자리 포스파이트 리간드로서 일반식(Ⅱ)의 화합물이 선택되고, R6및 R7이 각각 t-부틸이고 R8이 OCH3또는 H인 방법.
- 제25항 또는 제26항에 있어서, 2자리 포스파이트 리간드로서 일반식(Ⅲ)의 화합물이 선택되고 R9가 각각 OCH3이고 R10이 각각 t-부틸인 방법.
- 제25항 또는 제26항에 있어서, 2자리 포스파이트 리간드로서 상기 일반식(Ⅳ)의 화합물이 선택되고, R14가 각각 트리페닐 실릴인 방법.
- 제25항 또는 제26항에 있어서, 2자리 포스파이트 리간드로서 상기 일반식(Ⅴ)의 화합물이 선택되고, R12가 H이고 R13이 각각 CH3인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US15734293A | 1993-11-23 | 1993-11-23 | |
US8/157,342 | 1993-11-23 | ||
US08/157,342 | 1993-11-23 | ||
US19896394A | 1994-02-18 | 1994-02-18 | |
US8/198,963 | 1994-02-18 | ||
US08/198,963 | 1994-02-18 |
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KR960705770A true KR960705770A (ko) | 1996-11-08 |
KR100263138B1 KR100263138B1 (ko) | 2000-08-01 |
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KR1019960702713A KR100263138B1 (ko) | 1993-11-23 | 1994-11-07 | 모노올레핀의 하이드로시안화 방법 및 이를 위한 촉매 조성물 |
Country Status (14)
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US (2) | US5688986A (ko) |
EP (1) | EP0730574B1 (ko) |
JP (1) | JP3553952B2 (ko) |
KR (1) | KR100263138B1 (ko) |
CN (2) | CN1082946C (ko) |
AT (1) | ATE169902T1 (ko) |
BR (1) | BR9408151A (ko) |
CA (1) | CA2177135C (ko) |
DE (1) | DE69412635T2 (ko) |
DK (1) | DK0730574T3 (ko) |
ES (1) | ES2122515T3 (ko) |
GR (1) | GR3027731T3 (ko) |
TW (1) | TW457244B (ko) |
WO (1) | WO1995014659A1 (ko) |
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-
1994
- 1994-11-07 DK DK95901801T patent/DK0730574T3/da active
- 1994-11-07 BR BR9408151A patent/BR9408151A/pt not_active IP Right Cessation
- 1994-11-07 ES ES95901801T patent/ES2122515T3/es not_active Expired - Lifetime
- 1994-11-07 AT AT95901801T patent/ATE169902T1/de not_active IP Right Cessation
- 1994-11-07 KR KR1019960702713A patent/KR100263138B1/ko not_active IP Right Cessation
- 1994-11-07 CA CA002177135A patent/CA2177135C/en not_active Expired - Fee Related
- 1994-11-07 DE DE69412635T patent/DE69412635T2/de not_active Expired - Lifetime
- 1994-11-07 WO PCT/US1994/012794 patent/WO1995014659A1/en active IP Right Grant
- 1994-11-07 US US08/424,351 patent/US5688986A/en not_active Expired - Lifetime
- 1994-11-07 CN CN94194862A patent/CN1082946C/zh not_active Expired - Lifetime
- 1994-11-07 EP EP95901801A patent/EP0730574B1/en not_active Expired - Lifetime
- 1994-11-07 CN CNB011170700A patent/CN1145531C/zh not_active Expired - Lifetime
- 1994-11-07 JP JP51508995A patent/JP3553952B2/ja not_active Expired - Fee Related
- 1994-11-08 TW TW083110338A patent/TW457244B/zh not_active IP Right Cessation
-
1996
- 1996-09-26 US US08/721,068 patent/US5723641A/en not_active Expired - Lifetime
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1998
- 1998-08-26 GR GR980401912T patent/GR3027731T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
CA2177135C (en) | 2005-04-26 |
GR3027731T3 (en) | 1998-11-30 |
JPH09505586A (ja) | 1997-06-03 |
DE69412635D1 (de) | 1998-09-24 |
BR9408151A (pt) | 1997-08-05 |
DK0730574T3 (da) | 1999-05-25 |
CN1145531C (zh) | 2004-04-14 |
ES2122515T3 (es) | 1998-12-16 |
ATE169902T1 (de) | 1998-09-15 |
CN1327881A (zh) | 2001-12-26 |
DE69412635T2 (de) | 1999-04-15 |
US5688986A (en) | 1997-11-18 |
TW457244B (en) | 2001-10-01 |
WO1995014659A1 (en) | 1995-06-01 |
EP0730574A1 (en) | 1996-09-11 |
EP0730574B1 (en) | 1998-08-19 |
CN1142224A (zh) | 1997-02-05 |
US5723641A (en) | 1998-03-03 |
CN1082946C (zh) | 2002-04-17 |
CA2177135A1 (en) | 1995-06-01 |
KR100263138B1 (ko) | 2000-08-01 |
JP3553952B2 (ja) | 2004-08-11 |
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