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    Process for the Oxidative Dehydrogenation of N-Butenes to Butadiene
    3.
    发明申请
    Process for the Oxidative Dehydrogenation of N-Butenes to Butadiene 审中-公开
    丁烯丁二烯氧化脱氢工艺

    公开(公告)号：US20140163290A1

    公开(公告)日：2014-06-12

    申请号：US14097416

    申请日：2013-12-05

    Applicant: BASF SE

    Inventor： Philipp Grüne ,  Wolfgang Rüttinger ,  Christian Walsdorff

    IPC: C07C5/48

    CPC classification number: C07C5/48 ,  B01J23/882 ,  B01J23/94 ,  B01J37/0009 ,  B01J37/0045 ,  B01J37/031 ,  B01J37/08 ,  B01J38/02 ,  B01J38/12 ,  B01J38/14 ,  B01J2523/00 ,  C07C2521/06 ,  C07C2523/04 ,  C07C2523/18 ,  C07C2523/26 ,  C07C2523/28 ,  C07C2523/745 ,  C07C2523/75 ,  C07C2523/887 ,  Y02P20/584 ,  C07C11/167 ,  B01J2523/13 ,  B01J2523/41 ,  B01J2523/54 ,  B01J2523/67 ,  B01J2523/68 ,  B01J2523/842 ,  B01J2523/845

    Abstract: The invention relates to a process for the oxidative dehydrogenation of n-butenes to butadiene, which comprises two or more production steps (i) and at least one regeneration step (ii), in which (i) in one production step, a starting gas mixture comprising n-butenes is mixed with an oxygen-comprising gas and brought into contact with a multimetal oxide catalyst which comprises at least molybdenum and a further metal and is arranged in a fixed catalyst bed in a fixed-bed reactor at a temperature of from 220 to 490° C., and, before the relative decrease in conversion at constant temperature is >25%, (ii) in a regeneration step, the multimetal oxide catalyst is regenerated by passing an oxygen-comprising regeneration gas mixture at a temperature of from 200 to 450° C. over the fixed catalyst bed and burning off the carbon deposited on the catalyst, where a regeneration step (ii) is carried out between two production steps (i), wherein from 2 to 50% by weight of the carbon deposited on the catalyst is burnt off per regeneration step (ii).

    Abstract translation: 本发明涉及一种将丁烯氧化脱氢成丁二烯的方法，其包括两个或多个制备步骤（i）和至少一个再生步骤（ii），其中（i）在一个制备步骤中，将起始气体 将包含正丁烯的混合物与含氧气体混合并与至少包含钼和另外的金属的多金属氧化物催化剂接触，并且在固定床反应器中的固定催化剂床中以 220至490℃，并且在恒温下的转化率相对降低> 25％之前，（ii）在再生步骤中，通过使含氧再生气体混合物在 在固定的催化剂床上200至450℃，并将沉积在催化剂上的碳烧掉，其中在两个生产步骤（i）之间进行再生步骤（ii），其中按重量计为2-50％ 碳沉积在t上 在每个再生步骤（ii）中催化剂被烧掉。

    Process for preparing 1,3-butadiene from n-butenes by oxidative dehydrogenation
    4.
    发明授权
    Process for preparing 1,3-butadiene from n-butenes by oxidative dehydrogenation 有权

    公开(公告)号：US10358399B2

    公开(公告)日：2019-07-23

    申请号：US15523862

    申请日：2015-11-02

    Applicant: BASF SE ,  Linde AG

    Inventor： Philipp Grüne ,  Stephan Deublein ,  Christian Walsdorff ,  Jan Pablo Josch ,  Rainer Rahm ,  Hendrik Reyneke ,  Anton Wellenhofer ,  Ulrike Wenning ,  Christine Toegel ,  Heinz Boelt

    IPC: C07C5/48 ,  B01D3/40 ,  C07C7/05 ,  C07C7/04 ,  C07C7/08 ,  C07C7/11 ,  C07C7/00 ,  C07C11/167

    Abstract: A process for preparing butadiene from n-butenes, comprising the steps of: A) providing an input gas stream comprising n-butenes; B) feeding the input gas stream comprising n-butenes and a gas containing at least oxygen into at least one oxidative dehydrogenation zone and oxidatively dehydrogenating n-butenes to butadiene, giving a product gas stream; Ca) cooling the product gas stream by contacting with a circulating cooling medium in at least one cooling zone; Cb) compressing the cooled product gas stream in at least one compression stage, giving at least one aqueous condensate stream c1 and one gas stream c2; D) removing uncondensable and low-boiling gas constituents comprising oxygen and low-boiling hydrocarbons as gas stream d2 from the gas stream c2 by absorbing the C4 hydrocarbons in an absorbent, giving an absorbent stream laden with C4 hydrocarbons and the gas stream d2, and then desorbing the C4 hydrocarbons from the laden absorbent stream, giving a C4 product gas stream d1; E) separating the C4 product stream d1 by extractive distillation; F) distilling the stream e1 into a stream f1 consisting essentially of the selective solvent and a stream f2 comprising butadiene; G) removing a portion of the aqueous phase of the cooling medium which circulates in step Ca) as aqueous purge stream g; H) distillatively separating the aqueous purge stream g into a fraction h1 and a fraction h2 depleted of organic constituents.

    Process for Preparing Butadiene by Oxidative Dehydrogenation of N-Butenes with Monitoring of the Peroxide Content During Work-Up of the Product
    5.
    发明申请
    Process for Preparing Butadiene by Oxidative Dehydrogenation of N-Butenes with Monitoring of the Peroxide Content During Work-Up of the Product 审中-公开

    公开(公告)号：US20140200381A1

    公开(公告)日：2014-07-17

    申请号：US14154604

    申请日：2014-01-14

    Applicant: BASF SE

    Inventor： Jan Pablo Josch ,  Philipp Grüne ,  Christian Walsdorff

    IPC: C07C7/05 ,  G01N31/22 ,  C07C5/48

    CPC classification number: C07C7/05 ,  C07C5/48 ,  C07C7/08 ,  C07C7/11 ,  C07C11/167

    Abstract: The invention relates to a process for preparing butadiene from n-butenes, which comprises the following steps: A) provision of a feed gas stream a comprising n-butenes; B) introduction of the feed gas stream a comprising n-butenes and an oxygen-comprising gas into at least one dehydrogenation zone and oxidative dehydrogenation of n-butenes to butadiene, giving a product gas stream b comprising butadiene, unreacted n-butenes, water vapor, oxygen, low-boiling hydrocarbons, possibly carbon oxides and possibly inert gases; C) cooling and compression of the product gas stream b in at least one cooling stage and at least one compression stage, with the product gas stream b being brought into contact with a circulated coolant to give at least one condensate stream c1 comprising water and a gas stream c2 comprising butadiene, n-butenes, water vapor, oxygen, low-boiling hydrocarbons, possibly carbon oxides and possibly inert gases; D) separation of incondensable and low-boiling gas constituents comprising oxygen, low-boiling hydrocarbons, possibly carbon oxides and possibly inert gases as gas stream d2 from the gas stream c2 by absorption of the C4-hydrocarbons comprising butadiene and n-butenes in a circulated absorption medium, giving an absorption medium stream loaded with C4-hydrocarbons and the gas stream d2, and subsequent desorption of the C4-hydrocarbons from the loaded absorption medium stream to give a C4 product gas stream d1; E) separation of the C4 product stream d1 by extractive distillation using a solvent which is selective for butadiene into a stream e1 comprising butadiene and the selective solvent and a stream e2 comprising n-butenes; F) distillation of the stream e1 comprising butadiene and the selective solvent to give a stream f1 consisting essentially of the selective solvent and a stream f2 comprising butadiene; where samples are taken from the circulated coolant in step C) and/or the circulated absorption medium in step D) and the peroxide content of the samples taken is determined by means of iodometry, differential scanning calorimetry (DSC) or microcalorimetry.

    Method for producing 1,3-butadiene by dehydrogenating n-butenes, a material flow containing butanes and 2-butenes being provided
    6.
    发明授权
    Method for producing 1,3-butadiene by dehydrogenating n-butenes, a material flow containing butanes and 2-butenes being provided 有权

    公开(公告)号：US10384990B2

    公开(公告)日：2019-08-20

    申请号：US15525330

    申请日：2015-11-09

    Applicant: BASF SE ,  Linde AG

    Inventor： Jan Ungelenk ,  Philipp Grüne ,  Christian Walsdorff ,  Jan Pablo Josch ,  Michael Bender

    IPC: C07C5/48 ,  C07C2/10 ,  C07C2/62 ,  C07C6/04 ,  C07C7/08 ,  C07C7/11 ,  C07C2/06 ,  C07C2/56 ,  C07C9/16 ,  C07C11/06 ,  C07C11/167

    Abstract: The invention relates to a process for preparing 1,3-butadiene from n-butenes, comprising the steps of: A) providing an input gas stream a comprising butanes, 1-butene, 2-butene and isobutene, with or without 1,3-butadiene, from a fluid catalytic cracking plant; B) removing isobutene from the input gas stream a, giving a stream b comprising butanes, 1-butene and 2-butene, with or without 1,3-butadiene; C) feeding the stream b comprising butanes, 1-butene and 2-butene and optionally an, oxygenous gas and optionally water vapor into at least one dehydrogenating zone and dehydrogenating 1-butene and 2-butene to 1,3-butadiene, giving a product gas stream c comprising 1,3-butadiene, butanes, 2-butene and water vapor, with or without oxygen, with low-boiling hydrocarbons, with high-boiling secondary components, with or without carbon oxides and with or without inert gases; D) cooling and compressing the product gas stream c, giving at least one aqueous condensate stream d1 and a gas stream d2 comprising 1,3-butadiene, butanes, 2-butene and water vapor, with or without oxygen, with low-boiling hydrocarbons, with or without carbon oxides and with or without inert gases; Ea) removing uncondensable and low-boiling gas constituents comprising low-boiling hydrocarbons, with or without oxygen, with or without carbon oxides and with or without inert gases, as gas stream e2 from the gas stream d2 by absorbing the C4 hydrocarbons comprising 1,3-butadiene, butanes and 2-butene in an absorbent, giving an absorbent stream laden with C4 hydrocarbons and the gas stream e2, and Eb) subsequently desorbing the C4 hydrocarbons from the laden absorbent stream, giving a C4 hydrocarbon stream e1; F) separating the C4 hydrocarbon stream e1 by extractive distillation with a 1,3-butadiene-selective solvent into a stream f1 comprising 1,3-butadiene and the selective solvent and a stream f2 comprising butanes and 2-butene, wherein at least 90% of the 1-butene present in stream b is converted in step C) and a product stream f2 comprising butanes and 2-butene is obtained in step F.

    Process for Preparing 1,3-Butadiene from N-Butenes by Oxidative Dehydrogenation
    7.
    发明申请
    Process for Preparing 1,3-Butadiene from N-Butenes by Oxidative Dehydrogenation 审中-公开
    通过氧化脱氢从N-丁烯制备1,3-丁二烯的方法

    公开(公告)号：US20140200380A1

    公开(公告)日：2014-07-17

    申请号：US14154558

    申请日：2014-01-14

    Applicant: BASF SE

    Inventor： Jan Pablo Josch ,  Philipp Grüne ,  Christian Walsdorff ,  Oliver Hammen ,  Ragavendra Prasad Balegedde Ramachandran

    IPC: C07C7/05 ,  C07C5/48

    CPC classification number: C07C7/05 ,  C07C5/48 ,  C07C7/08 ,  C07C7/11 ,  C07C11/167

    Abstract: The invention relates to a process for preparing butadiene from n-butenes, which comprises the steps: A) provision of a feed gas stream a comprising n-butenes; B) introduction of the feed gas stream a comprising n-butenes and an oxygen-comprising gas into at least one oxidative dehydrogenation zone and oxidative dehydrogenation of n-butenes to butadiene, giving a product gas stream b comprising butadiene, unreacted n-butenes, water vapor, oxygen, low-boiling hydrocarbons, high-boiling secondary components, possibly carbon oxides and possibly inert gases; Ca) cooling of the product gas stream b by contacting with an organic solvent as coolant, Cb) compression of the product gas stream b in at least one compression stage, giving at least one aqueous condensate stream c1 and a gas stream c2 comprising butadiene, n-butenes, water vapor, oxygen, low-boiling hydrocarbons, possibly carbon oxides and possibly inert gases; D) separation of incondensable and low-boiling gas constituents comprising oxygen, low-boiling hydrocarbons, possibly carbon oxides and possibly inert gases as gas stream d2 from the gas stream c2 by absorption of the C4-hydrocarbons comprising butadiene and n-butenes in an absorption medium, giving an absorption medium stream loaded with C4 -hydrocarbons and the gas stream d2, and subsequent desorption of the C4-hydrocarbons from the loaded absorption medium stream to give a C4-product gas stream d1, E) separation of the C4 product stream d1 by extractive distillation using a solvent selective for butadiene into a stream e1 comprising butadiene and the selective solvent and a stream e2 comprising n-butenes; F) distillation of the stream f2 comprising butadiene and the selective solvent to give a stream g1 consisting essentially of the selective solvent and a stream g2 comprising butadiene.

    Abstract translation: 本发明涉及从正丁烯制备丁二烯的方法，其包括以下步骤：A）提供包含正丁烯的进料气流a; B）将包含正丁烯和含氧气体的进料气流a引入至少一个氧化脱氢区和将正丁烯氧化脱氢成丁二烯，得到包含丁二烯，未反应的正丁烯， 水蒸气，氧气，低沸点烃，高沸点次级组分，可能的碳氧化物和可能的惰性气体; Ca）通过与有机溶剂作为冷却剂接触来冷却产物气流b，Cb）在至少一个压缩级中压缩产物气流b，得到至少一种含水冷凝物流c1和包含丁二烯的气流c2， 正丁烯，水蒸气，氧气，低沸点烃，可能的碳氧化物和可能的惰性气体; D）通过吸收包含丁二烯和正丁烯的C 4烃在内，从气体流c2分离包含氧，低沸点烃，可能的碳氧化物和可能的惰性气体的不可冷凝和低沸点气体成分 吸收介质，得到负载有C4-烃和气流d2的吸收介质流，随后将C4-烃从负载的吸收介质流中解吸，得到C4-产物气流d1，E）C4产物的分离 通过使用对丁二烯选择性的溶剂进行萃取蒸馏，将其流入包含丁二烯和选择性溶剂的流e1和包含正丁烯的流e2; F）蒸馏包含丁二烯和选择性溶剂的料流f2，得到基本上由选择性溶剂组成的料流g1和包含丁二烯的料流g2。

    Process for preparing 1,3-butadiene from n-butenes by oxidative dehydrogenation
    9.
    发明授权
    Process for preparing 1,3-butadiene from n-butenes by oxidative dehydrogenation 有权

    公开(公告)号：US10308569B2

    公开(公告)日：2019-06-04

    申请号：US15514077

    申请日：2015-09-14

    Applicant: BASF SE ,  Linde AG

    Inventor： Jan Pablo Josch ,  Philipp Grüne ,  Regina Benfer ,  Maximilian Vicari ,  Andre Biegner ,  Gergor Bloch ,  Heinz Boelt ,  Hendrik Reyneke ,  Christine Toegel ,  Ulrike Wenning

    IPC: C07C5/48 ,  B01D3/40 ,  C07C7/05 ,  C07C7/00 ,  C07C7/08 ,  C07C7/11 ,  C07C5/333

    Abstract: The invention relates to a process for preparing butadiene from n-butenes, comprising the steps of: A) providing an input gas stream a comprising n-butenes, B) feeding the input gas stream a comprising n-butenes and a gas containing at least oxygen into at least one oxidative dehydrogenation zone and oxidatively dehydrogenating n-butenes to butadiene, giving a product gas stream b comprising butadiene, unconverted n-butenes, water vapor, oxygen, low-boiling hydrocarbons and high-boiling secondary components, with or without carbon oxides and with or without inert gases; Ca) cooling the product gas stream b by contacting with a cooling medium in at least one cooling zone, the cooling medium being at least partly recycled and having an aqueous phase and an organic phase, Cb) compressing the cooled product gas stream b which may have been depleted of high-boiling secondary components in at least one compression stage, giving at least one aqueous condensate stream c1 and one gas stream c2 comprising butadiene, n-butenes, water vapor, oxygen and low-boiling hydrocarbons, with or without carbon oxides and with or without inert gases; D) removing uncondensable and low-boiling gas constituents comprising oxygen and low-boiling hydrocarbons, with or without carbon oxides and with or without inert gases, as gas stream d2 from the gas stream c2 by absorbing the C4 hydrocarbons comprising butadiene and n-butenes in an absorbent, giving an absorbent stream laden with C4 hydrocarbons and the gas stream d2, and then desorbing the C4 hydrocarbons from the laden absorbent stream, giving a C4 product gas stream d1, E) separating the C4 product stream d1 by extractive distillation with a butadiene-selective solvent into a stream e1 comprising butadiene and the selective solvent and a stream e2 comprising n-butenes; F) distilling the stream e1 comprising butadiene and the selective solvent into a stream f1 consisting essentially of the selective solvent and a stream f2 comprising butadiene, wherein stage Cb) comprises at least two compression stages Cba) and at least two cooling stages Cbb) configured in the form of quench columns, the cooling in the cooling stages being effected by direct contacting with a biphasic cooling medium having an aqueous phase and an organic phase.

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