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公开(公告)号：US09624153B2
公开(公告)日：2017-04-18
申请号：US15103842
申请日：2014-12-10
申请人： Evonik Degussa GmbH , Marc Becker , Katrin Marie Dyballa , Robert Franke , Dirk Fridag , Hanna Hahn , Marina Lazar , Markus Priske , Guido Stochniol
发明人： Marc Becker , Katrin Marie Dyballa , Robert Franke , Dirk Fridag , Hanna Hahn , Marina Lazar , Markus Priske , Guido Stochniol
IPC分类号： C07C45/50 , B01D5/00 , B01J31/00 , B01D61/38 , B01J31/02 , B01J31/18 , C07C45/78 , B01D61/36 , B01J31/24 , C07C45/79 , C07C45/82
CPC分类号： C07C45/50 , B01D5/006 , B01D5/0072 , B01D61/362 , B01D61/38 , B01D2311/02 , B01D2311/04 , B01D2311/06 , B01D2311/263 , B01D2311/2669 , B01D2311/2673 , B01J31/0292 , B01J31/1845 , B01J31/185 , B01J31/24 , B01J2231/321 , B01J2531/822 , C07C45/786 , C07C45/79 , C07C45/82 , C07C47/02
摘要： The invention relates to processes for preparing aldehydes by hydroformylation of alkenes, in which an alkene-containing feed mixture is subjected to a primary hydroformylation with synthesis gas in the presence of a homogeneous catalyst system, the primary hydroformylation being effected in a primary reaction zone from which a cycle gas containing at least some of the products and unconverted reactants of the primary hydroformylation are drawn off continuously and partly condensed, with recycling of uncondensed components of the cycle gas into the primary reaction zone, and with distillative separation of condensed components of the cycle gas in an aldehyde removal stage to give an aldehyde-rich mixture and a low-aldehyde mixture. The problem that it addresses is that of developing the process such that it achieves high conversions and affords aldehyde in good product quality even in the case of a deteriorating raw material position. More particularly, a solution is to be found for making legacy oxo process plants capable of utilizing lower-value raw material sources. This problem is solved by separating the low-aldehyde mixture into a retentate and a permeate by means of a membrane separation unit in such a way that alkenes present in the low-aldehyde mixture become enriched in the permeate, while alkanes present in the low-aldehyde mixture become enriched in the retentate. The alkene-rich permeate is then transferred into a secondary reaction zone and subjected to a secondary hydroformylation therein with synthesis gas in the presence of an SILP catalyst system. The reaction product obtained from the secondary hydroformylation is recycled into the aldehyde removal stage.
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2.发明申请公开(公告)号：US20160304426A1
公开(公告)日：2016-10-20
申请号：US15103842
申请日：2014-12-10
申请人： Marc Becker , Katrin Marie Dyballa , Robert Franke , Dirk Fridag , Hanna Hahn , Marina Lazar , Markus Priske , Guido Stochniol
发明人： Marc Becker , Katrin Marie Dyballa , Robert Franke , Dirk Fridag , Hanna Hahn , Marina Lazar , Markus Priske , Guido Stochniol
IPC分类号： C07C45/50 , C07C45/79 , B01D61/36 , B01J31/18 , B01J31/02 , B01D5/00 , C07C45/82 , B01J31/24
CPC分类号： C07C45/50 , B01D5/006 , B01D5/0072 , B01D61/362 , B01D61/38 , B01D2311/02 , B01D2311/04 , B01D2311/06 , B01D2311/263 , B01D2311/2669 , B01D2311/2673 , B01J31/0292 , B01J31/1845 , B01J31/185 , B01J31/24 , B01J2231/321 , B01J2531/822 , C07C45/786 , C07C45/79 , C07C45/82 , C07C47/02
摘要： The invention relates to processes for preparing aldehydes by hydroformylation of alkenes, in which an alkene-containing feed mixture is subjected to a primary hydroformylation with synthesis gas in the presence of a homogeneous catalyst system, the primary hydroformylation being effected in a primary reaction zone from which a cycle gas containing at least some of the products and unconverted reactants of the primary hydroformylation are drawn off continuously and partly condensed, with recycling of uncondensed components of the cycle gas into the primary reaction zone, and with distillative separation of condensed components of the cycle gas in an aldehyde removal stage to give an aldehyde-rich mixture and a low-aldehyde mixture. The problem that it addresses is that of developing the process such that it achieves high conversions and affords aldehyde in good product quality even in the case of a deteriorating raw material position. More particularly, a solution is to be found for making legacy oxo process plants capable of utilizing lower-value raw material sources. This problem is solved by separating the low-aldehyde mixture into a retentate and a permeate by means of a membrane separation unit in such a way that alkenes present in the low-aldehyde mixture become enriched in the permeate, while alkanes present in the low-aldehyde mixture become enriched in the retentate. The alkene-rich permeate is then transferred into a secondary reaction zone and subjected to a secondary hydroformylation therein with synthesis gas in the presence of an SILP catalyst system. The reaction product obtained from the secondary hydroformylation is recycled into the aldehyde removal stage.
摘要翻译： 本发明涉及通过烯烃的加氢甲酰化制备醛的方法，其中含烯烃的进料混合物在均相催化剂体系的存在下用合成气进行初级加氢甲酰化，初级加氢甲酰化在主反应区 其中包含至少一些产物的循环气体和初级加氢甲酰基化的未转化的反应物被连续地和部分地冷凝，循环气体的未冷凝的组分循环进入初级反应区，并且通过蒸馏分离 在醛去除阶段中循环气体，得到富含醛的混合物和低醛混合物。 它所解决的问题是开发该方法，即使在原料位置恶化的情况下，其达到高转化率并提供良好的产品质量的醛。 更具体地说，可以找到一种解决方案，用于制造能够利用较低价值的原材料来源的传统氧化工艺装置。 通过将低醛混合物通过膜分离单元将低醛混合物分离成滞留物和渗透物来解决，使得存在于低醛混合物中的烯烃变得富集在渗透物中， 醛混合物在保留物中变得富集。 然后将富含烯烃的渗透物转移到第二反应区中，并在有SILP催化剂体系的情况下用合成气对其进行二次加氢甲酰化。 从二次加氢甲酰化得到的反应产物再循环到醛去除阶段。
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公开(公告)号：US09914681B2
公开(公告)日：2018-03-13
申请号：US14717183
申请日：2015-05-20
申请人： Frank Geilen , Katrin Marie Dyballa , Dieter Hess , Stephan Peitz , Robert Franke , Dirk Fridag , Dietrich Maschmeyer , Helene Reeker , Guido Stochniol
发明人： Frank Geilen , Katrin Marie Dyballa , Dieter Hess , Stephan Peitz , Robert Franke , Dirk Fridag , Dietrich Maschmeyer , Helene Reeker , Guido Stochniol
IPC分类号： C07C29/14 , C07C45/50 , C07C2/24 , C07C67/08 , C07C69/80 , C08K5/12 , B01J31/18 , C07C29/141
CPC分类号： C07C29/14 , B01J31/185 , B01J31/1885 , C07C2/24 , C07C29/141 , C07C45/50 , C07C67/08 , C07C69/80 , C07C2523/755 , C08K5/12 , C07C11/02 , C07C47/02 , C07C31/125
摘要： 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.
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公开(公告)号：US20190283004A1
公开(公告)日：2019-09-19
申请号：US16293859
申请日：2019-03-06
申请人： Evonik Degussa GmbH
发明人： Fabian Nadolny , Stephan Peitz , Guido Stochniol , Robert Franke , Thomas Quandt
IPC分类号： B01J23/755 , B01J35/10 , C07C2/10 , B01J35/02
摘要： The invention relates to an oligomerization catalyst comprising nickel oxide and silica-alumina support material and to a process for oligomerization of C3- to C6-olefins using the oligomerization catalyst.
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公开(公告)号：US10227279B2
公开(公告)日：2019-03-12
申请号：US15689322
申请日：2017-08-29
申请人： Evonik Degussa GmbH
发明人： Guido Stochniol , Andreas Wolff , Stephan Peitz
摘要： The object of the invention is to specify a process with which both C5 and C9 aldehydes can be produced economically. Here, the process should be able to to be supplied with the lowest possible dependence on raw material suppliers and also should be able to react flexibly to fluctuations in demand with respect to C5 and C9 aldehydes. The use of resources should also be optimized. The process proposed uses LPG or NGL as raw material. The process according to the invention essentially differs from known LPG-based processes in that the intermediate obtained, after dehydrogenation and removal of by-products, is divided into two portions. C9 aldehyde is produced from the first portion by oligomerization and hydroformylation while C5 aldehyde is obtained by hydroformylation of the second portion. This has the critical advantage that it is possible to divide the intermediate flexibly into the two portions so that either more C5 or more C9 aldehydes can be produced depending on the respective demand.
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公开(公告)号：US10189755B2
公开(公告)日：2019-01-29
申请号：US15605170
申请日：2017-05-25
申请人： Evonik Degussa GmbH
IPC分类号： C07C2/02 , C07C2/24 , B01J21/06 , B01J21/12 , B01J21/20 , B01J23/755 , B01J23/94 , B01J38/56 , B01J38/00
摘要： 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.
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公开(公告)号：US20180251410A1
公开(公告)日：2018-09-06
申请号：US15905093
申请日：2018-02-26
申请人： Evonik Degussa GmbH
发明人： Andreas Ehrmaier , Ricardo Bermejo-Deval , Maria Cruz Sanchez-Sanchez , Yue Liu , Johannes A. Lercher , Stephan Peitz , Guido Stochniol
CPC分类号： C07C2/12 , B01J29/7607 , C01B39/14 , C07C11/08 , C07C2529/76 , C07C11/02
摘要： The invention relates to a catalyst system for oligomerizing olefins over a catalyst comprising nickel, to the use of this catalyst and to a method for dimerizing olefins.
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公开(公告)号：US10000440B2
公开(公告)日：2018-06-19
申请号：US15356507
申请日：2016-11-18
申请人： Evonik Degussa GmbH
发明人： Helene Reeker , Guido Stochniol , Dietrich Maschmeyer , Horst-Werner Zanthoff , Jörg Schallenberg , Frank Geilen , Katrin Marie Dyballa , Dirk Fridag , Stephan Peitz , Lena Altmann , Robert Franke
IPC分类号： C07C67/08 , C07C2/24 , C07C29/141 , C07C45/50
CPC分类号： C07C67/08 , C07C2/24 , C07C29/141 , C07C45/50 , C07C45/505 , C07C2521/12 , C07C2523/755 , Y02P20/52 , C07C47/02 , C07C31/125 , C07C69/80 , C07C11/02
摘要： 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 C4 source 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 C2 olefin or as C8 olefin after prior separate oligomerization.
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公开(公告)号：US09856184B2
公开(公告)日：2018-01-02
申请号：US15056147
申请日：2016-02-29
申请人： EVONIK DEGUSSA GMBH
CPC分类号： C07C2/24 , B01J21/12 , B01J23/755 , B01J23/94 , B01J38/56 , C07C2/10 , C07C2/12 , C07C41/06 , C07C2521/12 , C07C2523/755 , Y02P20/52 , Y02P20/584 , C07C11/02 , C07C11/08 , C07C11/107
摘要： 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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公开(公告)号：US20170355651A1
公开(公告)日：2017-12-14
申请号：US15605170
申请日：2017-05-25
申请人： Evonik Degussa GmbH
IPC分类号： C07C2/24 , B01J38/56 , B01J21/06 , B01J23/94 , B01J23/755 , B01J21/20 , B01J21/12 , B01J38/00
CPC分类号： C07C2/24 , B01J21/063 , B01J21/12 , B01J21/20 , B01J23/755 , B01J23/94 , B01J38/56 , B01J2038/005 , C07C2521/06 , C07C2521/12 , C07C2523/755 , Y02P20/52 , Y02P20/544 , C07C11/02 , C07C11/08 , C07C11/107
摘要： The invention is concerned with 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 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.
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