KR960010667A - 설폰화 포스핀, 이의 제조방법 및 촉매계 성분으로서의 이의 용도 - Google Patents

설폰화 포스핀, 이의 제조방법 및 촉매계 성분으로서의 이의 용도 Download PDF

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KR960010667A
KR960010667A KR1019950031280A KR19950031280A KR960010667A KR 960010667 A KR960010667 A KR 960010667A KR 1019950031280 A KR1019950031280 A KR 1019950031280A KR 19950031280 A KR19950031280 A KR 19950031280A KR 960010667 A KR960010667 A KR 960010667A
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sulfuric acid
acid
solution
water
process according
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KR100353331B1 (ko
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알바네제 귀도
마네트스베르거 라이너
아. 헤르만 볼프강
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그륀, 페터스
훽스트 아크티엔게젤샤프트
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/22—Amides of acids of phosphorus
    • C07F9/24—Esteramides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/5022—Aromatic phosphines (P-C aromatic linkage)

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  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Abstract

본 발명은 다음 일반식의 설폰화 포스핀에 관한 것이다.
상기 식에서, R은 탄소수 1 내지4의 알킬 라디킬 또는 사이클로헥실 라디칼이며, M은 수소, 1가 금속, 화학적 당량의 다가 금속 또는 암모늄 이온이거나, 알킬 치화되거나 아릴 치환된 암모늄 이온이고, x는 1,2 또는 3 이며, n은 0또는 1이다.
이러한 화합물은 비설폰화 출발물질을 발연 황산 또는 황산과 오르토붕산의 무수 혼합물로 설포화시켜 수득한다.

Description

설폰화 포스핀, 이의 제조방법 및 촉매계 성분으로서의 이의 용도
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 다음 일반식의 설포화 포스핀.
    상기 식에서, R은 탄소수 1내지 4의 알킬 라디칼 또는 사이클로헥실 라디칼이며, M은 수소, 1가 금속, 화학적 당량의 다가 금속 또는 암모늄 이온이거나, 알킬 치환되거나 아릴 치환된 암모늄 이온이고, x는 1, 2 또는 3이며, n은 0또는 1이다.
  2. 트리스(o-톨릴)포스핀 또는 트리스(o-메톡시)포스핀 똔느 이들 화합물 중의 하나의 유도체(여기서, 1또는 2개의 아릴 라디칼은 칸소수 1내지 4의 알킬 라디칼 또는 사이클로헥실 라디칼로 대체된다)를 황산.오르토붕산의 무수계 또는 설폰화제로서의 발연 황산과 반응시킴을 포함하는, 제1항에서 청구한 설폰화 포스핀의 제조방법.
  3. 제2항에 있어서, 설폰화가 황산/오르토붕산의 무수계를 이용하여 20내지 350℃, 특히 20 내지 170℃에서 수행되는 방법.
  4. 제2항에 있어서, 설폰화가 황산 중의 삼산화황의 용액, 특히, 용액을 기준으로 하여, 20내지 65중량%의 삼산화황을 포함하는 용액을 사용하여 수행되는 방법.
  5. 제4항에 있어서, 황산 중의 산산화황의 용액이 루이스산(Lewis acid)을 포함하는 방법.
  6. 제5항에 있어서, 루이스산이 붕산인 방법.
  7. 제3항 또는 제6항에 있어서, 붕산이 P(Ⅲ) 1몰당 1mol이상 존재하느 방법.
  8. 제2항 내지 제7항 주으이 어느 한 항에 있어서, 설폰화 화합물로 물로 희석시키고, 생성된 수용액을 수불용성 유기용매 중의 수불용성 아민의 용액(여기서, 아민은 황산의 화학적 당량당 0.5내지 3mol의 양으로 사용된다)으로 추출한 다음, 유기상을 분리시키고, 염기의 수용액과 긴밀하게 접촉시킨 다음, 수용성 염기를 분리시키고, 이로부터 설폰화 아릴포스핀을 분리시키는 방법.
  9. 제8항에 있어서, 트리이소옥틸아민이 수불용성 아민으로서 사용되는 방법.
  10. 제8항에 또는 제9항에 있어서, 톨루엔이 수불용서 용매로서 사용되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950031280A 1994-09-30 1995-09-22 설폰화 포스핀 및 이의 제조방법 Expired - Fee Related KR100353331B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4435189.5 1994-09-30
DE4435189A DE4435189A1 (de) 1994-09-30 1994-09-30 Neue sulfonierte Phosphine, Verfahren zu ihrer Herstellung und ihre Verwendung als Bestandteil von Katalysatorsystemen

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KR960010667A true KR960010667A (ko) 1996-04-20
KR100353331B1 KR100353331B1 (ko) 2003-01-06

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US (2) US5663426A (ko)
EP (1) EP0704450B1 (ko)
JP (1) JP2769803B2 (ko)
KR (1) KR100353331B1 (ko)
CN (1) CN1051557C (ko)
AT (1) ATE189223T1 (ko)
DE (2) DE4435189A1 (ko)
ES (1) ES2143573T3 (ko)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6307087B1 (en) * 1998-07-10 2001-10-23 Massachusetts Institute Of Technology Ligands for metals and improved metal-catalyzed processes based thereon
US7223879B2 (en) * 1998-07-10 2007-05-29 Massachusetts Institute Of Technology Ligands for metals and improved metal-catalyzed processes based thereon
US6160168A (en) * 1999-02-25 2000-12-12 Bayer Aktiengesellschaft Triphenylphosphine mono and dimethoxy tri-sodium sulphonates
DE19918284C1 (de) * 1999-04-22 2000-12-14 Celanese Chem Europe Gmbh Verfahren zur Herstellung von sulfonierten Arylphosphinen
CA2509522C (en) * 2002-12-09 2013-05-07 Massachusetts Institute Of Technology Ligands for metals and improved metal-catalyzed processes based thereon
AR058048A1 (es) * 2005-09-15 2008-01-23 Dow Global Technologies Inc Procedimiento para la monosulfonacion de fosfinas aromaticas y producto zwitterionico derivado del mismo
US7858784B2 (en) * 2007-12-12 2010-12-28 Massachusetts Institute Of Technology Ligands for transition-metal-catalyzed cross-couplings, and methods of use thereof
BRPI0905700A2 (pt) * 2008-01-15 2015-07-14 Dow Global Technologies Inc Composição, catalisador complexo ou composição precursora de catalisador complexo, solução de catalisador complexo ou solução de precursor de catalisador complexo, processo de hidroformilação e classe de compostos de triorganofina não ionicos
EP2231682B1 (en) * 2008-01-15 2016-01-06 Dow Global Technologies LLC Sulfonated organophosphine compounds and use thereof in hydroformylation processes
EP2231683B1 (en) * 2008-01-15 2016-03-23 Dow Global Technologies LLC Sulfonated organophosphine compounds and use thereof in hydroformylation processes
KR102702919B1 (ko) * 2020-10-28 2024-09-03 한화솔루션 주식회사 설폰화 아릴 포스핀의 제조방법

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GB231306A (en) * 1924-03-08 1925-04-02 Moir Buchanan Centrifugal Proc Improvements in or relating to means for the manufacture, centrifugally, of pipes, columns and other hollow articles
US4248802A (en) 1975-06-20 1981-02-03 Rhone-Poulenc Industries Catalytic hydroformylation of olefins
FR2338253A1 (fr) 1976-01-13 1977-08-12 Rhone Poulenc Ind Procede d'hydrocyanation de composes organiques insatures comportant au moins une double liaison ethylenique
US4835202A (en) * 1987-11-20 1989-05-30 Ciba-Geigy Corporation (Hydroxyphenyl) phosphine stabilized compositions
DE3942791A1 (de) * 1989-12-23 1991-06-27 Hoechst Ag Sulfonierte propylphenylphosphane, ihre herstellung und verwendung
US5481049A (en) * 1993-03-30 1996-01-02 Mitsubishi Chemical Corporation Process for producing alkadienols
TW248563B (ko) * 1993-06-29 1995-06-01 Hoechst Ag

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DE59507687D1 (de) 2000-03-02
EP0704450A1 (de) 1996-04-03
US5780674A (en) 1998-07-14
JP2769803B2 (ja) 1998-06-25
CN1051557C (zh) 2000-04-19
EP0704450B1 (de) 2000-01-26
ATE189223T1 (de) 2000-02-15
JPH08176168A (ja) 1996-07-09
DE4435189A1 (de) 1996-04-04
KR100353331B1 (ko) 2003-01-06
ES2143573T3 (es) 2000-05-16
CN1132208A (zh) 1996-10-02
US5663426A (en) 1997-09-02

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