Degussa Aktiengesellschaft

Evonik Degussa Gmbh

Evonik Operations Gmbh

Juergen Herwig

Martin Roos

Georg Oenbrink

Bernd Guenzel

Harald Haeger

Ralf Meier

Dirk Kuppert

Stefan Leininger

Kévin Micoine

Norbert Wilczok

Luca Cameretti

Jens Doering

Roland Wursche

Thomas Schiffer

Ralf Richter

Johann Gaube

Joerg Lohmar

Rudolf Burghardt

Anita Voelkel

Manfred Thiery

The present invention relates to a process for producing cycloalkenamer-containing compositions and to such cycloalkenamer-containing compositions. The invention further relates to the use of these cycloalkenamer-containing compositions in the field of packaging materials, especially for food and drink.

Process for preparing polyalkenamers for packaging applications

Cyclododecanone (CDON) is prepared by epoxidizing cyclododecene (CDEN) to epoxycyclododecane (CDAN epoxide), and rearranging the CDAN epoxide to CDON to obtain a mixture comprising said CDON and cyclododecane (CDAN), wherein CDAN is separated from the CDON-containing mixture and oxidized to CDON.

Process for preparing cyclododecanone

Cyclododecanone (CDON) is prepared by epoxidizing cyclododecene (CDEN) to epoxycyclododecane (CDAN epoxide), and rearranging the CDAN epoxide to CDON to obtain a mixture comprising said CDON and CDEN, wherein CDEN is separated from the CDON-containing mixture and sent to the epoxidation to CDAN epoxide in step a.

The present invention relates to the preparation of trimethylcyclododecatriene in a continuous or batchwise process by trimerizing isoprene in the presence of a catalyst system and of a solvent. It is possible to isolate the resulting crude trimethylcyclododecatriene by means of distillation. The dimethylcyclooctadiene formed as a by-product may likewise be isolated from the crude product.

Method for producing trimethylcyclododecatriene

The present invention relates to a process for the coammoximation, that is to say for the simultaneous ammoximation, of ketones, in particular of cyclic ketones such as cyclododecanone and cyclohexanone. Ammoximation is taken to mean here the preparation of oximes from ketones or aldehydes together with hydrogen peroxide and ammonia and in the presence of a catalyst which essentially consists of silicon, titanium and oxygen, for example titanium silicalite.

Coammoxidation of ketones

A process for preparing cyclododecene by selective gas-phase hydrogenation of at least one starting material selected from cyclododecatriene, cyclododecadiene and mixtures thereof, wherein the starting material present in the gas phase is hydrogenated in the presence of a catalyst in a fixed-bed reactor and the Bodenstein number for the process is greater than 100.

Selective hydrogenation of cyclododecatriene to cyclododecene

Degradation acids obtained in the synthesis of carboxylic acids, in particular dicarboxylic acids, having from 8 to 16 carbon atoms may be isolated by separating the degradation acids in the form of a solid from the crude reaction mixture, then washing the degradation acids in the form of an oil with water at an elevated temperature. The resulting degradation acids having low oxidant and metal contents, and the metal catalyst may be recirculated back to the process.

Work-up of residues in the preparation of carboxylic acids

An oxime is synthesized by ammoximation of a carbonyl compound. In stage (i) of the process, a carbonyl compound containing 6 to 20 C atoms is reacted with ammonia and hydrogen peroxide in the presence of a) an organic solvent that is a1) at least partly water-soluble, a2) stable under ammoximation conditions, a3) has a boiling point of higher than 100&#xb0; C. and/or is capable of forming a two-phase azeotrope with water, and b) a titanium-containing heterogeneous catalyst. After the reaction, the catalyst is separated from the reaction mixture. The oxime is crystallized and separated from the reaction mixture. Water is removed from the remaining mother liquor, provided the mother liquor is a two-phase system in which one of the phases is an aqueous phase. Water or a water-containing two-phase azeotrope is distilled off from the mother liquor, while the distillation bottoms and, optionally, the predominantly organic phase of the azeotrope are recycled to stage (i).

Method for synthesis of oximes

Settling times of a catalyst in the epoxidation of a cyclic, at least monounsaturated alkene are improved by a method, comprising epoxidizing a cyclic, at least monounsaturated alkene having from 8 to 20 carbon atoms in the ring in a reaction medium containing an oxidant and a catalyst system comprising at least one metal of Groups 4, 5 and 6 of the Periodic Table of the Elements, phosphoric acid and a phase transfer catalyst and a cyclic alkane having from 8 to 20 carbon atoms in the ring, which corresponds to the alkene reactant, as settling accelerator in the epoxidation reaction.

Use of a settling accelerator in epoxidation

Oximes are prepared from ketones or aldehydes, hydrogen peroxide and ammonia. The reaction is carried out in a system of one aqueous phase and one phase of hydrocarbons inert under the reaction conditions in the presence of at least one interphase contactor and a catalyst system which consists of at least two components. A first component of the catalyst system is present in heterogeneous form and is based on titanium, silicon and oxygen and a second component is a homogeneously dissolved or suspended ammonium salt.

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Huenxe, Germany

Juergen Herwig