E.i. Dupont De Nemours and Company

Hoechst Aktiengesellschaft

Degussa Aktiengesellschaft

Aventis Research & Technology Deutschland

Christoph Brossmer

Dietrich Arntz

Wolfgang Anton Herrmann

Matthias Beller

Thomas Haas

Andreas Freund

Hartmut Fischer

Martin Meier

A process for the production of 1,3-propanediol by hydrating acrolein in the presence of an ion exchanger to form 3-hydroxypropionaldehyde includes reacting acrolein and water in a ratio by weight of 1:2 to 1:20 at 30.degree. to 120.degree. C. and a pressure in the range from 1 to 20 bar, in the presence of an ion exchange hydration catalyst. The ion exchanger and any unreacted acrolein are separated from the reaction mixture. The 3-hydroxypropionaldehyde is then catalytically hydrogenated in a liquid or gas phase using hydrogenation catalysts. The ion exchanger hydration catalyst includes polyamine/polycarboxylic acid resins produced by reacting polyamine resins based on a crosslinked polyacrylamide matrix with acrylic acid, acrylic acid derivatives or a salt of an .omega.-haloalkanoic acid. An ion exchanger includes reaction product of reacting a polyamine resin based on a crosslinked polyacrylamide matrix with acrylic acid, acrylic acid derivatives or .omega.-haloalkanoic acid salts.

Process for the production of 1,3-propanediol

A process for preparing 3-hydroxyalkanals having 3 to 12 carbon atoms by hydration of 2-alkenals with homogeneous catalysis, by using as catalyst a compound corresponding to the formula ##STR1## wherein: z denotes H, C.sub.1 - to C.sub.6 -alkyl, --CH.sub.2 --CH(CH.sub.3) --Y' or --(CH.sub.2).sub.o --Y'

Process for preparing 3-hydroxyalkanals

A palladacycle of the formula (I) ##STR1## where: R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are, independently of one another, hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-alkoxy, fluorine, NH.sub.2, NH-alkyl(C.sub.1 -C.sub.4), N(alkyl).sub.2 -(C.sub.1 -C.sub.4), CO.sub.2 -(C.sub.1 -C.sub.4)alkyl, OCO-alkyl-(C.sub.1 -C.sub.4), or phenyl,

Palladacycles and a process for their preparation

3-hydroxy propionic acid is obtained in high yield through the catalytic oxidation of 3-hydroxy propionaldehyde with O.sub.2 or an O.sub.2 -containing gas in the aqueous phase in the presence of a platinum-group catalyst, in particular a Pd or Pt supported catalyst. The catalyst is used in a quantity corresponding to at least 10 percent by weight of the platinum-group metal relative to 3-hydroxy propionaldehyde.

Process for the production of 3-hydroxy propionic acid or a salt thereof

Malonic acid or a salt of the same is obtained at high yield according to the invention through the catalytic oxidation with oxygen or an O.sub.2 -containing gas of 3-hydroxy propionaldehyde or 3-hydroxy propionic acid in the aqueous phase. The conversion takes place in the presence of at least 10 percent by weight, relative to the C.sub.3 building block used, of a precious metal from the platinum group. Pd and Pt supported catalysts are preferred.

Process for the production of malonic acid or a salt thereof

The invention relates to a process for preparing monofunctional, bifunctional or polyfunctional aromatic olefins of the formula (I) ##STR1## by reaction of haloaromatics of the formula (II) ##STR2## with olefins of the formula (III) ##STR3## , wherein a palladium compound of the formula (IV) ##STR4## is used as the catalyst.

Process for preparing aromatic olefins using palladacycle catalysis

The invention relates to a process for preparing biphenyls of the formula (I) ##STR1## where R.sup.1a to R.sup.10a are, independently of one another, hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkenyl, C.sub.1 -C.sub.12 -alkynyl, alkoxy-(C.sub.1 -C.sub.12), acyloxy-(C.sub.1 -C.sub.12), O-phenyl, aryl, heteroaryl, fluorine, chlorine, OH, NO.sub.2, CN, COOH, CHO, SO.sub.3 H, SO.sub.2 R, SOR, NH.sub.2, NH-alkyl-(C.sub.1 -C.sub.12), N-alkyl.sub.2 -(C.sub.1 -C.sub.12), C-Hal.sub.3, NHCO-alkyl-(C.sub.1 -C.sub.8), CONH-alkyl-(C.sub.1 -C.sub.4), CON-(alkyl).sub.2 -(C.sub.1 -C.sub.4), COO-alkyl-(C.sub.1 -C.sub.12), CONH.sub.2, CO-alkyl-(C.sub.1 -C.sub.12), NHCOH, NHCOO-alkyl-(C.sub.1 -C.sub.8), CO-phenyl, COO-phenyl, CHCHCO.sub.2 -alkyl-(C.sub.1 -C.sub.12), CHCHCO.sub.2 H, PO-phenyl.sub.2, PO-alkyl.sub.2 -(C.sub.1 -C.sub.8), by reaction of haloaromatics or aryl sulfonates of the formula (II) ##STR2## with arylboron derivatives of the formula III ##STR3## where R.sup.1a to R.sup.10a are as defined above and X is bromine, chlorine or OSO.sub.2 CF.sub.3, OSO.sub.2 -aryl, OSO.sub.2 -alkyl and Y is B(OH).sub.2, B(O-alkyl).sub.2, B(O-aryl).sub.2, wherein a palladium compound of the formula (IV) ##STR4## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 are, independently of one another, hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.5 -C.sub.8)-cycloalkyl, (C.sub.1 -C.sub.4)-alkoxy, fluorine, NH.sub.2, NH-alkyl(C.sub.1 -C.sub.4), N(alkyl).sub.2 -(C.sub.1 -C.sub.4), CO.sub.2 -alkyl-(C.sub.1 -C.sub.4), OCO-alkyl-(C.sub.1 -C.sub.4) or phenyl, or R.sup.1 and R.sup.2, R.sup.2 and R.sup.3, R.sup.3 and R.sup.4, R.sup.5 and R.sup.6 together form an aliphatic or aromatic ring, and R.sup.7, R.sup.8 are (C.sub.1 -C.sub.8)-alkyl, (C.sub.3 -C.sub.12)-cycloalkyl, substituted or unsubstituted aryl and Y is an anion of an inorganic or organic acid, is used as catalyst.

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Frankfurt-am-Main, Germany

Christoph Brossmer