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AU578085B2 - Preparation of aldehydes - Google Patents
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AU578085B2 - Preparation of aldehydes - Google Patents

Preparation of aldehydes

Info

Publication number
AU578085B2
AU578085B2 AU40833/85A AU4083385A AU578085B2 AU 578085 B2 AU578085 B2 AU 578085B2 AU 40833/85 A AU40833/85 A AU 40833/85A AU 4083385 A AU4083385 A AU 4083385A AU 578085 B2 AU578085 B2 AU 578085B2
Authority
AU
Australia
Prior art keywords
branched
alkyl
linear
sulphonate
esp
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
AU40833/85A
Other versions
AU4083385A (en
Inventor
Helmut Dr. Bahrmann
Boy Dr. Cornils
Werner Dr. Konkol
Wolfgang Dr. Lipps
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ruhrchemie AG
Original Assignee
Ruhrchemie AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ruhrchemie AG filed Critical Ruhrchemie AG
Publication of AU4083385A publication Critical patent/AU4083385A/en
Application granted granted Critical
Publication of AU578085B2 publication Critical patent/AU578085B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
    • 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
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • 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
    • B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0235—Nitrogen containing compounds
    • B01J31/0239—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
    • C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
    • 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
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium
    • 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
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/96—Water
    • 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
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/98—Phase-transfer catalysis in a mixed solvent system containing at least 2 immiscible solvents or solvent phases
    • B01J2531/985—Phase-transfer catalysis in a mixed solvent system containing at least 2 immiscible solvents or solvent phases in a water / organic solvent system
    • 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
    • B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
    • B01J2540/30—Non-coordinating groups comprising sulfur
    • B01J2540/32—Sulfonic acid groups or their salts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

In the prodn. of aldehydes by reacting olefins with CO and H2 in the liquid phase in the presence of water and water-soluble Rh-phosphine complex cpds. (I) at 20-150 deg.C and 1-200 bar (100- 20 x 10 power 3 kPa), (I) contg. trisulphonated or tricarboxylated triarylphosphones (II) are used as catalyst and the reaction medium contains a solvent promoter (III). Pref. (II) is of the formula P(Ar1(X1M)(Y1n1))(Ar2(X2M)(Y2n2)) (Ar3(X3M)(Y3n3))(IIA): Ar1, Ar2 and Ar3 = phenyl or naphthyl gps.; esp. phenyl; Y1, Y2 and Y3 = linear or branched 1-4C alkyl, alkoxy, halogen, OH, CN, NO2 or R1R2N- gps.; R1 and R2 = linear or branched 1-4C alkyl; X1, X2 and X3 = a carboxylate (COO-) and/or sulphonate (SO3-) gp.; esp. a sulphonate gp.; n1, n2 and n3 independently = 0-5; M = an alkali alkaline metal, Zn, NH4 or quat. ammonium of the formula N(R3R4R5R6)+; R3, R4, R5 and R6 = linear or branched 1-4C alkyl.
AU40833/85A 1984-04-03 1985-04-02 Preparation of aldehydes Ceased AU578085B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19843412335 DE3412335A1 (en) 1984-04-03 1984-04-03 METHOD FOR PRODUCING ALDEHYDES
DE3412335 1984-04-03

Publications (2)

Publication Number Publication Date
AU4083385A AU4083385A (en) 1985-10-10
AU578085B2 true AU578085B2 (en) 1988-10-13

Family

ID=6232437

Family Applications (1)

Application Number Title Priority Date Filing Date
AU40833/85A Ceased AU578085B2 (en) 1984-04-03 1985-04-02 Preparation of aldehydes

Country Status (14)

Country Link
EP (1) EP0157316B1 (en)
JP (1) JPS60224651A (en)
KR (1) KR880001352B1 (en)
AT (1) ATE79367T1 (en)
AU (1) AU578085B2 (en)
BR (1) BR8501525A (en)
CS (1) CS248736B2 (en)
DE (2) DE3412335A1 (en)
ES (1) ES541534A0 (en)
HU (1) HU199381B (en)
PL (1) PL252603A1 (en)
RO (1) RO92611A (en)
SU (1) SU1428188A3 (en)
ZA (1) ZA852318B (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3534314A1 (en) * 1985-09-26 1987-04-02 Ruhrchemie Ag METHOD FOR PRODUCING ALDEHYDES
US4716250A (en) * 1986-07-10 1987-12-29 Union Carbide Corporation Hydroformylation using low volatile/organic soluble phosphine ligands
US4825003A (en) * 1986-09-17 1989-04-25 Mitsui Toatsu Chemicals, Incorporated Production process of 2-chloropropionaldehyde
US4731486A (en) * 1986-11-18 1988-03-15 Union Carbide Corporation Hydroformylation using low volatile phosphine ligands
IT1229512B (en) * 1989-01-27 1991-09-03 Eniricerche Spa PROCEDURE FOR CATALYTIC HYDROFORMILATION DI.OLEFINE
US5215667A (en) * 1991-08-20 1993-06-01 Exxon Chemical Patents Inc. Method for separating water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
US5288818A (en) * 1991-08-20 1994-02-22 Exxon Chemical Patents Inc. Method for separating a water soluble noble metal catalyst from a noble metal catalyzed hydroformylation reaction
DE4210026A1 (en) * 1992-03-27 1993-09-30 Hoechst Ag Decyl alcohol mixtures, phthalic esters obtainable therefrom and their use as plasticizers
DE4330489A1 (en) * 1993-09-09 1995-03-16 Hoechst Ag Process for the hydroformylation of butadiene-1,3
DE4427428A1 (en) 1994-08-03 1996-02-29 Basf Ag Process for the preparation of aldehydes
DE4440552A1 (en) * 1994-11-12 1996-05-15 Hoechst Ag Process for the preparation of formyl carboxylic acid esters
FR2729385B1 (en) * 1995-01-17 1997-04-04 Centre Nat Rech Scient PROCESS FOR HYDROFORMYLATION OF AN OLEFIN IN A BIPHASIC MEDIUM
DE19700805C1 (en) * 1997-01-13 1998-08-06 Hoechst Ag Process for the preparation of aldehydes by hydroformylation of olefinic compounds with 3 to 5 carbon atoms in the presence of an aqueous phase containing rhodium and sulfonated triarylphosphines as catalyst
DE19700804C1 (en) 1997-01-13 1998-08-06 Hoechst Ag Process for the preparation of aldehydes by hydroformylation of olefinic compounds with 6 to 16 carbon atoms in the presence of an aqueous phase containing rhodium and sulfonated triarylphosphines as catalyst
DE19957528A1 (en) 1999-11-30 2001-05-31 Oxeno Olefinchemie Gmbh Hydroformylation of olefin to aldehyde, used e.g. for producing alcohol or carboxylic acid or in aldol condensation, involves multiphase reaction in tubular reactor with catalyst in solvent phase and olefin in disperse phase
FR2813305B1 (en) * 2000-08-23 2004-02-13 Inst Francais Du Petrole IMPROVED HYDROFORMYLATION PROCESS USING A COBALT AND / OR RHODIUM-BASED CATALYST IN A NON-AQUEOUS IONIC SOLVENT
DE102005019237B4 (en) 2005-04-26 2008-11-20 Oxea Deutschland Gmbh Process for the hydroformylation of substituted allylbenzenes
GB0616486D0 (en) * 2006-08-21 2006-09-27 Univ St Andrews Chemical process
DE102008044783B4 (en) 2008-08-28 2012-05-16 Oxea Gmbh Process for the recovery of aliphatic C3 to C10 aldehydes from high boilers by thermal treatment
DE102009004655B4 (en) 2009-01-15 2013-02-14 Oxea Gmbh Process for the preparation of aldehydes

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1540242A (en) * 1975-06-20 1979-02-07 Rhone Poulenc Ind Process for the hydroformylation of olefines
GB2085874A (en) * 1980-09-04 1982-05-06 Johnson Matthey Plc Hydroformylation of olefins
AU557579B2 (en) * 1982-09-18 1986-12-24 Ruhrchemie Aktiengesellschaft Perparation of aldehydes

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB708441A (en) * 1951-05-23 1954-05-05 Standard Oil Dev Co Synthesis of oxygenated organic compounds
FR2314910A1 (en) * 1975-06-20 1977-01-14 Rhone Poulenc Ind Aldehyde prepn. by olefine hydroformylation in liquid phase - using catalyst system contg. sulphonated aryl phosphine and rhodium (NL 22.12.76)

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1540242A (en) * 1975-06-20 1979-02-07 Rhone Poulenc Ind Process for the hydroformylation of olefines
GB2085874A (en) * 1980-09-04 1982-05-06 Johnson Matthey Plc Hydroformylation of olefins
AU557579B2 (en) * 1982-09-18 1986-12-24 Ruhrchemie Aktiengesellschaft Perparation of aldehydes

Also Published As

Publication number Publication date
RO92611A (en) 1987-09-30
SU1428188A3 (en) 1988-09-30
CS248736B2 (en) 1987-02-12
JPS60224651A (en) 1985-11-09
DE3586466D1 (en) 1992-09-17
HU199381B (en) 1990-02-28
PL252603A1 (en) 1986-02-25
EP0157316A2 (en) 1985-10-09
KR880001352B1 (en) 1988-07-28
EP0157316B1 (en) 1992-08-12
ES8603167A1 (en) 1985-12-16
AU4083385A (en) 1985-10-10
EP0157316A3 (en) 1987-05-27
DE3412335A1 (en) 1985-10-10
ES541534A0 (en) 1985-12-16
HUT39705A (en) 1986-10-29
BR8501525A (en) 1985-11-26
ATE79367T1 (en) 1992-08-15
KR850008480A (en) 1985-12-18
ZA852318B (en) 1985-11-27

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