Hoechst Aktiengesellschaft

Hoechst Aktiengeschaft

Rainer Manetsberger

Wolfgang Anton Herrmann

Helmut Bahrmann

Guido Albanese

Christian Kohlpaintner

Peter Lappe

Klaus Bergrath

Rochus Schmid

Christine Schwer

Sulfonated phosphines of the formula ##STR1## in which R is cyclohexyl or alkyl having 1 to 4 carbon atoms, M is hydrogen, alkyl substituted ammonium, aryl substituted-ammonium, monovalent metal, or the chemical equivalent of a polyvalent metal, x is 1, 2, or 3 and n is 0 or 1. These compounds are obtained by sulfonation of the non-sulfonated parent substances with oleum or an anhydrous mixture of sulfuric acid and orthoboric acid.

Sulfonated phosphines, processes for their preparation, and use thereof

The sulfonation of arylphosphines, which contain at least one aromatic radical which can be sulfonated, is carried out with an anhydrous mixture of sulfuric acid and orthoboric acid. By choosing the appropriate reaction temperature, the process allows selective introduction of the desired number of sulfonic acid radicals into the phosphine molecule and avoids the formation of phosphine oxides. When separating the sulfonation mixture, the orthoboric acid can be separated off together with the sulfuric acid.

Process for the preparation of sulfonated arylphosphines

5H-phenyl-3,13-disulfonatodibenzophosphole and a process for its preparation.

5H-phenyl-3,13-disulfonatodibenzo-phosphole and a process for its

Sulfonated diphosphines of the formula ##STR1## in which Ar is m--C.sub.6 H.sub.4 --SO.sub.3 M, M is hydrogen, ammonium, a monovalent metal, or the chemical equivalent of a polyvalent metal; Ph is phenyl; the m's are individually 1 or 2, and the n's are individually 0, 1, or 2. A method of their preparation and the hydroformylation of olefins and olefinically unsaturated compounds using these compounds as a constituent of water-soluble catalyst systems are also disclosed.

Sulfonated 2,2'-bis (Diphenylphosphinomethyl)-1,1'-binaphthalenes,

Sulfonated diphosphines of the formula ##STR1## in which Ar is m-C.sub.6 H.sub.4 -SO.sub.3 M, M is hydrogen, ammonium, a monovalent metal, or the chemical equivalent of a polyvalent metal; Ph is phenyl; the m's are individually 1 or 2, and the n's are individually 0, 1, or 2. A method of their preparation and the hydroformylation of olefins and olefinically unsaturated compounds using these compounds as a constituent of water-soluble catalyst systems are also disclosed.

Sulfonated 2,2'-bis (diphenylphosphinomethyl)-1,1'-binaphthalenes,

The sulfonation of arylphosphines, i.e. mono-, di-, oligo- and polyphosphines, which contain at least one aromatic radical capable of being sulfonated, is carried out in the presence of a Lewis acid at 0.degree. to 80.degree. C. The process avoids side-reactions, in particular the formation of phosphine oxides. In treating the sulfonation mixture, the Lewis acid can be removed together with the sulfuric acid.

Sulfonated diphosphines of the formula ##STR1## in which Ar is m-C.sub.6 H.sub.4 --SO.sub.3 M, M is hydrogen, ammonium, a monovalent metal, or the chemical equivalent of a polyvalent metal; Ph is phenyl; the m's are individually 1 or 2, and the n's are individually 0, 1, or 2. A method of their preparation and the hydroformylation of olefins and olefinically unsaturated compounds using these compounds as a constituent of water-soluble catalyst systems are also disclosed.

The chemical compound 3,4-dimethyl-2,5,6-tris(p-sulfonatophenyl)-1-phosphanorbernadiene, a process for the preparation thereof and a process for the hydroformylation of olefinically unsaturated compounds with the use of catalysts which contain the aforementioned chemical compound.

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Munchen, Germany

Rainer Manetsberger