Evonik Degussa Gmbh

Evonik Operations Gmbh

Helene Reeker

Guido Stochniol

Stephan Peitz

Dietrich Maschmeyer

Reiner Bukohl

Robert Franke

Fabian Nadolny

Jörg Schallenberg

Dirk Fridag

Katrin Marie Dyballa

Frank Geilen

Horst-Werner Zanthoff

Thomas Quandt

Niklas Paul

Joerg Schallenberg

Harald Haeger

Dieter Hess

Armin Matthias Rix

Markus Winterberg

Andreas Beckmann

Harald Häger

Lena Altmann

Andreas Wolff

Stefan Röder

Wladimir Reschetilowski

Benjamin William Berntsson

Angela Heykamp

Jorg Schallenberg

Harald Hager

A process for the oligomerization of C- to C-olefins proceeds in the presence of a catalyst, wherein the oligomerization is carried out in at least one reaction stage which includes at least one reactor and at least one distillation column. The content of oligomers in the feed stream to the at least one reaction stage after removal of the oligomers in the at least one distillation column is less than 0.4% by weight.

Process for the oligomerization of olefins with control of the oligomer content in the hydrocarbon streams to be oligomerized

Oligomerization of C- to C-olefins using a catalyst is inhibited, wherein the oligomerization is carried out in at least one reaction stage including at least one reactor and at least one distillation column, and wherein the oligomer content in the feed stream to the at least one reactor of the at least one reaction stage is at least 1% by weight.

Process for inhibiting oligomerization of C3- to C5-olefins

The invention relates to a catalyst for a process for removing mercaptans and optionally disulfides (if present) from hydrocarbon streams, in particular C4 streams, in the presence of higher dienes, in particular C5 dienes. At the same time, the invention also relates to a process for removing mercaptans and disulfides (if present) from hydrocarbon streams, in particular C4 streams, in one embodiment in the presence of 1-butene, by thioetherification of the mercaptans with polyunsaturated hydrocarbons, wherein the process is carried out in a reactor with addition of hydrogen in the presence of higher dienes, in particular Cdienes.

Catalyst and process for removing mercaptans from hydrocarbon streams

The present invention relates to an oligomerization catalyst for oligomerization of low-molecular-weight olefins, to the use of said catalyst and to a process for oligomerization of low-molecular-weight olefins using the oligomerization catalyst according to the invention.

Ni-containing catalyst for the oligomerization of olefins

A method includes at least two-stage process for the oligomerization of short-chain olefins in the presence of a catalyst, wherein the regeneration of the catalyst is stage-customized.

Process for oligomerization with stage-customized exchange of the oligomerization catalyst

The invention relates to an oligomerization catalyst comprising nickel oxide and silica-alumina support material and to a process for oligomerization of C- to C-olefins using the oligomerization catalyst.

Oligomerization catalyst and process for the production thereof

A process for the combined preparation of at least butene and octene from ethane, proceeds by a) providing an inert solvent having a boiling point or boiling range below the boiling point of butene; b) providing a first feed mixture comprising at least the inert solvent and ethene dissolved therein; c) converting the first feed mixture in a first synthesis; d) in the first synthesis, oligomerizing at least a portion of the ethene present in the first feed mixture in the presence of a first heterogeneous catalyst and in the presence of the inert solvent to obtain a first reaction mixture comprising at least the inert solvent, butene, hexene and octene; e) working-up of the first reaction mixture and/or a substance stream based thereon into a low boiler fraction comprising the inert solvent, at least one C-fraction comprising butenes, a C-fraction comprising hexenes, a C-fraction comprising octenes and into a C-fraction comprising hydrocarbons having more than eight carbon atoms; f) using at least a portion of the low boiler fraction for providing the first feed mixture; g) providing a second feed mixture comprising at least hexene and ethene dissolved in the hexene using at least a portion of the C-fraction; h) converting the second feed mixture in a second synthesis, wherein the second synthesis is spatially separated from the first synthesis; i) in the second synthesis, reacting at least a portion of the ethene present in the second feed mixture with at least a portion of the hexene present in the second feed mixture in the presence of a second heterogeneous catalyst to obtain a second reaction mixture comprising at least octene; and k) joint working-up of the second reaction mixture with the first reaction mixture or with the substance stream based thereon.

Combined preparation of at least butene and octene from ethene

A process for the combined preparation of a butene and an octene from ethene, proceeds by: a) providing a solvent having a boiling point or boiling range above the boiling points of the butenes and below the boiling points of the octenes and wherein the solvent is an inert solvent or is hexene alone or is hexene admixed with pentane or hexane or heptane or is a mixture of pentane, hexane, and heptane; b) providing a first feed mixture containing at least the solvent and ethene dissolved therein; c) providing a second feed mixture containing at least hexene, the solvent and also ethene dissolved in the solvent and/or in the hexene; d) transferring the first feed mixture into a first synthesis and the second feed mixture into a second synthesis, wherein the first and second syntheses are physically separated from one another; e) oligomerizing of at least part of the ethene present in the first feed mixture in the presence of a first heterogeneous catalyst and in the presence of the solvent in the first synthesis to give a first reaction mixture comprising at least the solvent, butene and hexene; f) separating a butene-containing low boiler fraction from the first reaction mixture or from a stream based on the first reaction mixture; g) separating an intermediate boiler fraction containing hexene and the solvent from the first reaction mixture or from a stream based on the first reaction mixture; h) using at least part of the intermediate boiler fraction in the course of providing the second feed mixture; and i) reacting at least part of the ethene present in the second feed mixture with at least part of the hexene present in the second feed mixture in the presence of a second heterogeneous catalyst and in the presence of the solvent in the second synthesis to give a second reaction mixture comprising at least octene and the solvent.

Combined preparation of butene and octene from ethene

The invention relates to a process for purifying hydrocarbon mixtures, in which a contaminated hydrocarbon mixture comprising olefins having three to eight carbon atoms is at least partly freed of sulphur-containing contaminants by contacting it with a solid sorbent, the hydrocarbon mixture being exclusively in the liquid state during the contact with the sorbent. The problem that it addressed was that of virtually completely removing sulphur compounds present in the mixture without forming new sulphur compounds again at the same time. At the same time, 1-butene present therein was not to be lost in the purification of the mixture. Finally, the sorbent used was to have a high sorption capacity, be very substantially free of carcinogenic constituents and be readily available. This problem is solved by using a sorbent based on copper oxide, zinc oxide and aluminium oxide in a particular composition, and by conducting the purification in the presence of a small amount of hydrogen.

Hydrogen-assisted adsorption of sulphur compounds from olefin mixtures

The invention is concerned with the production of 1-hexene and octenes from ethene. 1-Butene is optionally also to be produced. The problem addressed by the present invention is that of developing a process for producing 1-hexene from ethene by MTHxE etherification to achieve better chemical utilization of the employed carbon atoms. This problem is solved by catalytic retrocleavage of MTHxE into the Colefins and the alcohol, reuse of the alcohol in the etherification and reaction of the obtained Colefins with ethene to afford Colefins. In this way the alcohol is not lost from the process but rather is internally recirculated as a derivatizing agent. The less attractive Colefins from the cleavage product are upgraded to octene with further ethene in order to provide a further commercial product.

Production of at least 1-hexene and octene from ethene

The disclosure describes the oligomerization of supercritical ethene. An essential aspect of the invention is that of mixing ethene with an inert medium and setting the conditions in the reaction such that both ethene and the inert medium are supercritical. This is because the solubility for ethene in the inert medium is greater in the supercritical state, such that more ethene is dissolved in the supercritical inert medium than in a liquid solvent. The process regime in the supercritical state therefore enables the use of a much higher proportion of ethene in a homogeneous mixture of ethene and inert medium than is possible on the basis of the thermodynamic solubility restriction in a purely liquid hydrocarbon stream. In this way, the space-time yield is distinctly enhanced. Since a greater amount of ethene can be passed into the reactor, it is possible as a result to better exploit the apparatus volume compared to a liquid phase process. The inert medium used may, for example, be isobutane.

Oligomerization of ethene in supercritical mode

The invention relates to a process for preparing an ester mixture, in which an n-butene-containing feed mixture having a composition which changes over time is first oligomerized and then converted by hydroformylation, hydrogenation and esterification to an ester mixture. In this process, an approximation of the actual viscosity of the ester mixture is determined. The problem that it addresses is that of specifying a comparatively simple process which enables conversion of an n-butene with a variable composition over time to an ester mixture having a viscosity which can be kept very substantially constant over a long period even when an inconstant Csource which delivers fluctuating qualities over this period is utilized. This is achieved through controlled use of a second raw material, namely ethene. It has been found that the viscosity of n-butene-based ester mixtures can be influenced by controlled use of ethene in the preparation of the ester precursors. Specifically, the invention proposes two measures by which the ethene can be used: either directly as Colefin or as Colefin after prior separate oligomerization.

Influencing the viscosity of N-butene-based ester mixtures by controlled use of ethene in the preparation of the ester precursors

The preparation of high-quality oxo process alcohols from inconstant raw material sources is the technically demanding problem which is addressed by a process for continuously preparing an alcohol mixture, in which an input mixture which contains an olefin and has a composition that changes over time is subjected to an oligomerization to obtain an oligomerizate and at least a portion of the olefin oligomers present in the oligomerizate are hydroformylated with carbon monoxide and hydrogen in a hydroformylation in the presence of a homogeneous catalyst system to give aldehydes, at least some of which are converted to the alcohol mixture by subsequent hydrogenation. The process provides a constant plasticizer quality to be produced over a long production period and, optionally, a higher throughput with the same product quality. This is achieved a) by control of the temperature and/or the conversion of the oligomerization as a function of the current composition of the oligomerizate; and b) by control of the composition of the catalyst system and/or of the pressure of the hydroformylation as a function of the current composition of the aldehydes.

Preparation of high-quality oxo process alcohols from inconstant raw material sources

The invention relates to the in situ regeneration of heterogeneous oligomerization catalysts which are used in the liquid phase oligomerization of ethene.

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Dortmund, Germany

Helene Reeker