Production of dialdehydes and/or ethylenically unsaturated monoaldehydes, useful as intermediates, comprises hydroformylation of a compound having two ethylenically unsaturated double bonds using a Group VIII metal-pnicogen chelate catalyst

    公开(公告)号:DE10242636A1

    公开(公告)日:2004-03-18

    申请号:DE10242636

    申请日:2002-09-13

    Applicant: BASF AG

    Abstract: A process for the production of dialdehydes and/or ethylenically unsaturated monoaldehydes by reaction of at least one compound having at least two ethylenically unsaturated double bonds with carbon monoxide and hydrogen in the presence of a hydroformylation catalyst comprising at least one complex of a Group VIII metal with at least one ligand comprising a pnicogen chelate compound. A process for the production of dialdehydes and/or ethylenically unsaturated monoaldehydes by reaction of at least one compound having at least two ethylenically unsaturated double bonds with carbon monoxide and hydrogen in the presence of a hydroformylation catalyst comprising at least one complex of a Group VIII metal with at least one ligand comprising a pnicogen chelate compound of formula (1). Q = bridging group of formula (2); A1, A2 = O, S, SiRaRb, NRc or CRdRe; Ra-Rc = H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; Rd, Re = H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl or two Rd groups and/or two Re groups form an intermolecular bridging group D; D = bivalent bridging group of formula (3)-(6); R9,R10 = H, alkyl, cycloalkyl, aryl, halo, trifluoromethyl, carboxyl, carboxylate or cyano or together form a 3-4C alkylene bridge; R11-R14 = H, alkyl, cycloalkyl, aryl, halo, trifluoromethyl, COOH, carboxylate, cyano, alkoxy, SO3H, sulfonate, NE1E2, alkylene-NE1E2E3+X-, acyl or nitro; C = 0 or 1; Y = chemical bond; RI-RVI = H, alky, cycloalkyl, heterocycloalkyl, aryl or heteroaryl; COORf, COO-M+, SO3Rf, SO3-M+, NE1E2, NE1E2E3+X-, alkylene-NE1E2E3+X-, ORf, SRf, (CHRgCH2O)xRf, (CH2N(E1))xRf, (CH2CH2N(E1))xRf, halo, trifluoromethyl, nitro, acyl or cyano or 2 neighboring groups, together with two neighboring C atoms of the benzene ring to which they are bonded form a condensed ring system of 1-3 further rings; Rf, E1-E3 = H, alkyl, cycloalkyl or aryl; R9 = H, methyl or ethyl; M+ = cation, X-=anion; x = 1-120; a, b = 0 or 1; Pn = P, As or Sb; R1-R4 = heteroaryl, heteroaryloxy, alkyl, alkoxy, aryl, aryloxy, cycloalkyl, cycloalkoxy, heterocycloalkyl, heterocycloalkoxy or NE1E2 with the proviso that is R1 and R3 are bonded via the N atom to the pnicogen atom bonded pyrrole ring or R1 with R2 and/or R3 together with R4 form a divalent group E of formula Py-I-W or R1 and R2 and/or R3 and R4 form a bispyrrole group of formula Py-I-Py; Py = pyrrole group that is bonded via its N atom to Pn; I = chemical bond, O, S, SiRaRb, NRc, optionally substituted 1-10C alkylene or CRhCRi; W = cycloalkyl, cycloalkoxy, aryl, aryloxy, heteroaryl or heteroaryloxy; Rh and Ri = H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl

    24.
    发明专利
    未知

    公开(公告)号:DE19911920A1

    公开(公告)日:2000-09-21

    申请号:DE19911920

    申请日:1999-03-17

    Applicant: BASF AG

    Abstract: The invention relates to phosphabenzene compounds of general formula (I), wherein the radicals R to R , independently of each other, are hydrogen, COOM, SO3M, NR3X, NR2, OR, COOR or SR (with M = hydrogen, NH4 or alkali metal, X = anion, R = hydrogen or C1-6-alkyl), or C1-12-alkyl, C6-12-aryl, C7-12-aralkyl, C7-12-alkaryl or C3-6-heteroaromatics. The alkyl, aryl, alkaryl and aralkyl radicals can be substituted with the aforementioned radicals and two or more of the radicals can be linked to form aliphatic or annellated rings, at least one of the radicals R and R and at least one of the radicals R and R being different from hydrogen. The inventive compounds can be used for producing hydroformylation catalysts.

    Extraction of metal-complex catalyst enriched stream comprises dissolving e.g. reaction products in reaction medium, distillating catalyst free stream of discharge, and separating high boiling and non-distilled components of discharge

    公开(公告)号:DE102005060784A1

    公开(公告)日:2007-06-28

    申请号:DE102005060784

    申请日:2005-12-16

    Applicant: BASF AG

    Abstract: Extraction of a metal-complex catalyst enriched stream comprises dissolving e.g. reaction products and by-products, in a reaction medium by an agent containing phosphorous and/or nitrogen atoms, modified organic metal complex catalyst; distillating the catalyst free stream of the reaction discharge; separating high boiling and non-distilled components of the reaction discharge and the sump product of the distillation into a permeate- and retentate- stream and recycling the retentate stream enriched, completely or partially into the metal-complex-catalyst. Extraction of a metal-complex catalyst enriched streams, obtained from the liquid discharge of a metal complex catalyst reaction comprises dissolving reaction products, by-products, non-converted educt, solvent, homogeneous or colloid in a reaction medium by an agent containing one or more phosphorous and/or nitrogen atoms, modified organic metal complex catalyst with a molecular weight of greater than 200 D and free ligands; distillating the catalyst free stream containing low boiling components of the reaction discharge at atmospheric pressure or low pressure; separating high boiling and non-distilled components of the reaction discharge and the sump product of the distillation into a permeate- and retentate- stream, by a membrane-separator device and recycling the retentate stream enriched with the metal-complex catalyst, completely or partially into the metal-complex-catalyst.

    29.
    发明专利
    未知

    公开(公告)号:ES2186636T3

    公开(公告)日:2003-05-16

    申请号:ES00910839

    申请日:2000-03-15

    Applicant: BASF AG

    Abstract: Phosphabenzene compounds of the formula (I)where the radicals R1 to R13 are, independently of one another, hydrogen, COOM, SO3M, NR3X, NR2, OR, COOR or SR (where M=hydrogen, NH4 or alkali metal, X=anion, R=hydrogen or C1-C6-alkyl), or C1-C12-alkyl, C6-C12-aryl, C7-C12-aralkyl, C7-C12-alkaryl or C3-C6-heteroaromatics, where the alkyl, aryl, alkaryl and aralkyl radicals may bear the abovementioned radicals as substituents and two or more of the radicals may be joined to form aliphatic or fused-on rings, where at least one of the radicals R4 and R8 and at least one of the radicals R9 and R13 is not hydrogen, can be used for preparing hydroformylation catalysts.

    30.
    发明专利
    未知

    公开(公告)号:AT227298T

    公开(公告)日:2002-11-15

    申请号:AT00910839

    申请日:2000-03-15

    Applicant: BASF AG

    Abstract: Phosphabenzene compounds of the formula (I)where the radicals R1 to R13 are, independently of one another, hydrogen, COOM, SO3M, NR3X, NR2, OR, COOR or SR (where M=hydrogen, NH4 or alkali metal, X=anion, R=hydrogen or C1-C6-alkyl), or C1-C12-alkyl, C6-C12-aryl, C7-C12-aralkyl, C7-C12-alkaryl or C3-C6-heteroaromatics, where the alkyl, aryl, alkaryl and aralkyl radicals may bear the abovementioned radicals as substituents and two or more of the radicals may be joined to form aliphatic or fused-on rings, where at least one of the radicals R4 and R8 and at least one of the radicals R9 and R13 is not hydrogen, can be used for preparing hydroformylation catalysts.

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