Abstract:
PROBLEM TO BE SOLVED: To obtain, by an economically feasible method, a phosphabenzen compound useful as a ligand in a transition metal complex used in olefin hydroformyation, by reacting the corresponding pyrylium salt with PH3 in the presence (absence) of a solvent or the like, under specific conditions. SOLUTION: This compound of formula I or II (R1 to R6 are each H, a group COOM or the like; M is H, an alkali metal or the like; W is a covalent bond, oxo or the like) [e.g. 2,6-bis(2,4-dimethylphenyl)-4-phenylphosphabenzene] is obtained by reacting (A) the corresponding pyrylium salt such as 2,6-bis(2,4- dimethylphenyl))-4-phenylpyrylium tetrafluoroborate, and (B) PH3, in the presence (absence) of a solvent or diluent such as n-butanol, after joining the components A and B together at a temp. of >=0 deg.C, in the temp. range of 0 to 200 deg.C, and about >=1 bar pressure, with neither acid catalyst nor base added.
Abstract:
PROBLEM TO BE SOLVED: To provide an improved method for hydroformylating a compound containing at least one ethylenically unsaturated double bond. SOLUTION: In the hydroformylation method, a hydroformylation catalyst to be used contains at least one kind of a complex or compound of a VIII group transition metal and at least one kind of a bidentate phosphine ligand, and at least one reaction process is performed in the presence of at least one kind of a unidentate phosphine ligand in such a state that carbon monoxide and hydrogen are not substantially present in succession to hydroformylation reaction.
Abstract:
The invention relates to phosphacyclohexanes of general formulae I and II, wherein the following designations, among others, apply: R can represent hydrogen, C1-100-alkyl, C7-20-aralkyl, C7-20-alkaryl, and C6-12-aryl; R to R can independently represent hydrogen, C1-20-alkyl, C7-20-aralkyl, C7-20-alkaryl, and C6-12-aryl; W, W' can independently represent single bonds or bridges comprising 1 to 20 carbon atoms, which can form part of a cyclic or aromatic group and can be interrupted by heteroatoms. Said phosphacyclohexanes are used as ligands in transition metal complexes of transition metals belonging to groups VIII to X of the periodic table.
Abstract:
The invention relates to a method for the continuous production of aldehydes comprising between 5 and 21 carbon atoms, by the isomerising hydroformylation in a homogenous phase of olefin compositions comprising between 4 and 20 carbon atoms and containing alpha-olefins and olefins with internal double bonds, by means of a synthesis gas, in the presence of a homogeneous rhodium catalyst that is complexed with an organophosphorus ligand containing oxygen atoms and/or nitrogen atoms and a free ligand. Said production is carried out at high temperature and high pressure in a multi-stage reaction system consisting of at least two reaction zones. According to said method, the olefin composition is first reacted in a first reaction zone or a group of several first reaction zones at a total pressure of between 10 and 40 bar, using a synthesis gas with a CO/H2 molar ratio of between 4:1 and 1:2 until a 40 to 95 % conversion of the alpha-olefins is obtained. The hydroformylation product from the first reaction zone or group of several first reaction zones is then reacted in a subsequent reaction zone or group of several reaction zones at a total pressure of between 5 and 30 bar, using a synthesis gas with a CO/H2 molar ratio of between 1:4 and 1:1000. The total pressure in the subsequent reaction zone or zones is respectively 1 to (G1-Gf) bar lower than that of the preceding reaction zone, whereby G1 represents the total pressure in the respective preceding reaction zone and Gf represents the total pressure in the respective reaction zone that succeeds said first reaction zone or zones, with the proviso that the difference between G1 and Gf is greater than 1 bar and the partial CO pressure in the subsequent reaction zone or zones is respectively lower than that of the preceding reaction zone.
Abstract:
The invention relates to a method for producing phthalic anhydride by catalytic gas phase oxidation of o-xylol. According to said method, a gaseous mixture of o-xylol and an oxygen-containing gas is reacted in a primary reactor to give a gaseous intermediate reaction product which contains unreacted o-xylol, phthalic anhydride reaction products with a lower oxidation state and phthalic anhydride, the reaction heat produced in the primary reactor being at least partially carried off by indirect cooling with a heat exchange medium, and introducing the intermediate reaction product to a secondary reactor. The concentration of the unreacted o-xylol in the intermediate reaction product is at least 1% by weight, and the sum of the concentrations of phthalic anhydride of the lower oxidation state in the intermediate reaction product is at least 0.5% by weight. The method according to the invention allows an increase in total yield of phthalic anhydride without any or without substantial decrease in product quality.
Abstract:
The invention relates to a method for producing addition products to the C=C double bond of ethylenic unsaturated compound in the presence of a catalyst, comprising at least one complex of a metal of the VIII sub-group with at least one bisphospholyl metallocene as ligand. The invention further relates to novel catalysts with phosphametallocenes as ligands.
Abstract:
The present invention relates to a process for the hydroformylation of ethylenically unsaturated compounds by reaction with carbon monoxide and hydrogen in the presence of a catalytically active fluid which comprises a dissolved metal complex of a metal of transition group VIII of the Periodic Table of the Elements with at least one phosphoramidite compound as ligand, wherein the fluid is brought into contact with a base.
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
Abstract:
Ethylene compounds are reacted with carbon monoxide, hydrogen and catalyst system in a reaction zone (R). The reacted content from the zone (R) is separated into a fraction enriched in product (F1) and a fraction enriched in catalyst system (F2), and the F2 is worked-up, and portion(s) of F2 is returned to the zone (R), in absence of CO, H and in presence of monodentate phosphine ligand. Ethylene compounds are reacted with carbon monoxide, hydrogen, and catalyst system which comprises metal(s) of transition group VIII and bidentate phosphine ligand(s) in reaction zone. An output taken from the reaction zone is separated into fraction enriched in product (F1) and fraction enriched in catalyst system (F2). The F2 is subjected to work-up, and portion(s) of the F2 is returned to reaction zone. The taking of output from the reaction zone, separating the output, subjecting fraction (F2) to work-up and returning F2 to reaction zone are performed with monodentate phosphine ligand(s) and in absence of CO and H. An independent claim is also included for stabilization of hydroformylation catalyst system, by using catalyst system having metal of transition group VIII, bidentate and monodentate phosphine ligands.