KR900002842A - 하이드로포르밀화 촉매의 재활성화 - Google Patents

하이드로포르밀화 촉매의 재활성화 Download PDF

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KR900002842A
KR900002842A KR1019890011424A KR890011424A KR900002842A KR 900002842 A KR900002842 A KR 900002842A KR 1019890011424 A KR1019890011424 A KR 1019890011424A KR 890011424 A KR890011424 A KR 890011424A KR 900002842 A KR900002842 A KR 900002842A
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hydroformylation
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제임스 밀러 데이비드
로버트 브라이언트 데이비드
빌리그 에른스트
레슬리 쇼우 베르너드
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티모디 엔. 비숍
유니온 카바이드 케미칼즈 앤드 플라스틱스 캄파니 인코포레이티드
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Abstract

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Description

하이드로포르밀화 촉매의 재활성화
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (28)

  1. (1) 비-하이드로포밀화 조건하에서, 가용화된 부분적으로 탈활성화된 착화합물 촉매를 함유하는 액체매질을 (a) 일반식(Ⅰ)의 알킨 화합물, (b) 일반식(Ⅱ)의 알켄 화합물, (c) 디케텐, (d) 메틸 할라이드, (e) 메틸설포네이트, (f) 일반식(Ⅲ)의 프로피올레이트 화합물, 및 (g) 일반식(Ⅳ)의 옥사이드 화합물중에서 선택된 유기시약과 혼합시켜 유기시약 처리된 가용화된 로듐-3급 오가노포스핀 착화합물 생성물을 수득하고; (2) 이 생성물로부터 단계(1)에서 형성된 하이드로포밀화 촉매 억제제를 제거하여 부분적으로 탈활성화된 로듐-3급 오가노포스핀 착화합물 하이드로포밀화 촉매보다 더 촉매적으로 활성인 로듐-3급 오가노포스핀 착화합물 하이드로포밀화 촉매를 수득함을 특징으로 하여, 부분적으로 탈활성화된 가용화된 로듐-3급 오가노포스핀 착화합물 하이드로포밀화 촉매의 촉매활성을 향상시키는 방법.
    상기식에서, X는 할로겐원자, 일반식 -OC(O)R8의 카복실레이트 라디칼, 일반식 -OSO₂R8의 설포네이트 라디칼 및 일반식 [-P+(R8)₃][Y-]의 포스포늄 라디칼 [여기서, R8는 각각 독립적으로 알킬, 아릴, 아르알킬, 알크아릴 및 사이클로알킬 라디칼 중에서 선택된, 1개 내지 18개의 탄소원자를 갖는 1가 탄화수소 라디칼을 나타내고, Y는 산 음이온을 나타낸다] 중에서 선택되는 라디칼을 나타내고; R,R1,R2,R3,R4,R5,R6,R7및 R14는 각각 독립적으로 수소 또는 알킬, 아릴, 알크아릴, 아르알킬 및 사이클로알킬 라디칼중에서 선택된, 1개 내지 18개의 탄소원자를 갖는 1가 탄화수소 라디칼을 나타내며; 단, 카복실레이트 일반식중의 R8은 또한 수소일 수 있으며; 알켄 화합물에 대한 일반식중의 R2및 R3은 함께 결합하여 5 또는 6원 헤테로사이클릭 환을 형성할 수 있거나 C=C그룹과 함께 모노사이클릭 탄화수소 환을 형성할 수 있으며; 옥사이드에 대한 일반식중의 R4,R5,R6및 R7중의 두개는 함께 결합하여 일반식중의 C-C그룹과 함께 5 또는 6원 모노사이클릭 탄화수소 환을 형성할 수 있다.
  2. 제1항에 있어서, 단계(2)가 단계(1)의 유기시약 처리된 가용화된 로듐-3급 오가노포스핀 착화합물 생성물을 비-하이드로포밀화 조건하에서 알칼리 수용액 또는 완충용액과 접촉시키고, 알칼리 수용액 또는 완충용액 처리시의 수성상으로부터 유기상을 분리시킴을 포함하는 방법.
  3. 제2항에 있어서, 유기시약이 일반식(Ⅰ)의 알킨 화합물이고 X가 할로겐, 및 일반식 -OC(O)R8의 카복실레이트 라디칼 중에서 선택된 라디칼을 나타내는 방법.
  4. 제3항에 있어서, R이 수소를 나타내는 방법.
  5. 제4항에 있어서, X가 카복실레이트 라디칼을 나타내는 방법.
  6. 제4항에 있어서, X가 할로겐원자를 나타내는 방법.
  7. 제5항에 있어서, 유기시약이 프로파길 아세테이트, 프로파길 시아노아세테이트 및 프로파길 프로피오네이트 중에서 선택되는 방법.
  8. 제7항에 있어서, 유기시약이 3급 오가노포스핀 또는 3-(디페닐포스피노)벤젤 설폰산의 나트륨 염인 방법.
  9. 제2항에 있어서, 유기시약이 일반식(Ⅱ)의 알켄화합물이고 X가 할로겐, 일반식 -OC(O)R8의 카복실레이트.라디칼 및 일반식 -OSO₂R8의 설포네이트 라디칼중에서 선택된 라디칼을 나타내는 방법.
  10. 제9항에 있어서, R¹,R²및 R³이 각각 수소를 나타내는 방법.
  11. 제10항에 있어서, X가 할로겐 원자를 나타내는 방법.
  12. 제10항에 있어서, X가 카복실레이트 라디칼을 나타내는 방법.
  13. 제12항에 있어서, 3급 오가노포스핀이 트리페닐 포스핀 또는 3-(디페닐포스피노)벤젠 설폰산의 나트륨염인 방법.
  14. 제1항에 있어서, 단계(2)가 연속 비-수성 하이드로포밀화 방법중에 단계(1)의 유기시약 처리된 가용화된 로듐-3급 오가노포스핀 착화합물 생성물을 사용하고, 유기시약이 프로피올레이트 화합물이거나 일반식(Ⅰ)의 알킨 또는 일반식(Ⅱ)의 알켄 화합물이며, X가 일반식 -OC(O)R8의 카복실레이트 라디칼을 나타내는 방법.
  15. 제14항에 있어서, 유기시약이 알킨 화합물이고 R8가 수소 또는 알킬 라디칼을 나타내는 방법.
  16. 제15항에 있어서, R이 수소를 나타내는 방법.
  17. 제16항에 있어서, 유기시약이 프로파길 아세테이트, 프로파길 시아노아세테이트, 및 프로파길 프로피오네이트 중에서 선택되는 방법.
  18. 제17항에 있어서, 3급 오가노포스핀이 트리페닐 포스핀 또는 3-(디페닐포스피노)벤젤 설폰산의 나트륨염인 방법.
  19. 제18항에 있어서, 유기시약이 프로파길 아세테이트인 방법.
  20. 제14항에 있어서, 단계(1)을 질소하에서 수행하는 방법.
  21. 제1항에 있어서, 단계(2)가 반응매질이 가용화된 수소 알칼리 수용액 또는 충물질을 함유하는 연속 수성 하이드로포밀화 공정에서 단계(1)의 유기시약 리된 가용화된 로듐-3급 오가노포스핀 착화합물 생성물을 사용함을 포함하고, 3급 오가노포스핀이 물중에 가용성인 이온성 3급 오가노포스핀인 방법.
  22. 제14항에 있어서, 단계(1)의 액체매질 출발물질이 연속 비-수성 하이드로포밀화 방법중의 하이드로포밀화 반응매질의 전부 또는 일부를 포함하는 방법.
  23. 제22항에 있어서, 단계(1)을 하이드로포밀화 반응매질이 수득되는 하이드로포밀화 반응기중에서 수행하는 방법.
  24. 제14항에 있어서, 단계(1)의 액체매질 출발물질이 연속 비-수성 하이드로포밀화 방법중의 순환매질을 함유하는 액체 촉매의 전부 또는 일부를 포함하는 법.
  25. 제2항에 있어서, 유기시약이 일반식(Ⅲ)의 프로피올레이트 화합물인 방법.
  26. 제25항에 있어서, R14가 페닐 라디칼 또는 알킬 라디칼을 나타내는 방법.
  27. 제26항에 있어서, 유기시약이 에틸프로피올레이트인 방법.
  28. 제14항에 있어서, 유기시약이 일반식(Ⅲ)의 프로피올레이트 화합물인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890011424A 1988-08-12 1989-08-11 하이드로포밀화 촉매의 재활성화 방법 KR950001773B1 (ko)

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JPH02139043A (ja) 1990-05-29
US4861918A (en) 1989-08-29
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CN1027049C (zh) 1994-12-21
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BR8904054A (pt) 1990-03-20
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RU1833202C (ru) 1993-08-07
AU3952689A (en) 1990-02-15

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