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    METHOD FOR THE OXIDATIVE DEHYDROGENATION OF N-BUTENES TO BUTADIENE
    1.
    发明申请
    METHOD FOR THE OXIDATIVE DEHYDROGENATION OF N-BUTENES TO BUTADIENE 审中-公开
    N-二苯乙烯氧化脱氢方法

    公开(公告)号：US20160152530A1

    公开(公告)日：2016-06-02

    申请号：US14903813

    申请日：2014-07-07

    Applicant: BASF SE

    Inventor： Philipp GRÜNE ,  Wolfgang RÜTTINGER ,  Christine SCHMITT ,  Christian WALSDORFF

    IPC: C07C5/48

    CPC classification number: C07C5/48 ,  C07C2521/18 ,  C07C2523/04 ,  C07C2523/26 ,  C07C2523/28 ,  C07C2523/31 ,  C07C2523/745 ,  C07C2523/75 ,  C07C2523/887 ,  Y02P20/584 ,  C07C11/167

    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) and in which (i) a starting gas mixture comprising n-butenes is mixed with an oxygen-comprising gas in a production step and the mixed gas is 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 at a temperature of from 220 to 490° C. in a fixed-bed reactor, with a product gas mixture comprising at least butadiene, oxygen and water vapor being obtained at the outlet of the fixed-bed reactor, and (ii) the multimetal oxide catalyst is regenerated in a regeneration step by passing an oxygen-comprising regeneration gas mixture over the fixed catalyst bed at a temperature of from 200 to 450° C. and burning off the carbon deposited on the catalyst, with a regeneration step (ii) being carried out between two production steps (i), wherein the oxygen content in the product gas mixture at the outlet of the fixed-bed reactor is at least 5% by volume and the duration of a production step (i) is not more than 1000 hours.

    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）包含正丁烯的起始气体混合物 在制备步骤中与含氧气体混合，并使混合气体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220至490℃的温度下被布置在固定的催化剂床中 在固定床反应器中，在固定床反应器的出口处获得至少包含丁二烯，氧和水蒸气的产物气体混合物，和（ii）多金属氧化物催化剂在再生步骤 通过在200至450℃的温度下将含氧的再生气体混合物通过固定的催化剂床，并将沉积在催化剂上的碳烧掉，再生步骤（ii）在两个产物 步骤（i），其中固定床反应器出口处的产物气体混合物中的氧含量为至少5体积％，并且制备步骤（i）的持续时间不超过1000小时。

    PROCESS FOR PREPARING 1,3-BUTADIENE FROM N-BUTENES BY OXIDATIVE DEHYDROGENATION
    3.
    发明申请
    PROCESS FOR PREPARING 1,3-BUTADIENE FROM N-BUTENES BY OXIDATIVE DEHYDROGENATION 有权
    通过氧化脱氢制备N-丁烯的1,3-丁二烯的方法

    公开(公告)号：US20160355450A1

    公开(公告)日：2016-12-08

    申请号：US15033203

    申请日：2014-10-27

    Applicant: BASF SE

    Inventor： Philipp GRÜNE ,  Oliver HAMMEN ,  Christine SCHMITT ,  Ragavendra Prasad BALEGEDDE RAMACHANDRAN ,  Jan Pablo JOSCH ,  Christian WALSDORFF

    IPC: C07C5/48 ,  B01J23/00 ,  B01J23/887

    CPC classification number: C07C5/48 ,  B01J23/002 ,  B01J23/8878 ,  B01J37/0045 ,  B01J2523/00 ,  C07C7/08 ,  C07C7/11 ,  C07C2523/04 ,  C07C2523/18 ,  C07C2523/26 ,  C07C2523/28 ,  C07C2523/745 ,  C07C2523/75 ,  C07C2523/887 ,  C07C11/167 ,  B01J2523/13 ,  B01J2523/54 ,  B01J2523/67 ,  B01J2523/68 ,  B01J2523/842 ,  B01J2523/845

    Abstract: A process for preparing butadiene from n-butenes, comprising the steps of A) providing an input gas stream a1 comprising n-butenes; B) feeding the input gas stream a1 comprising n-butenes, an oxygenous gas and an oxygenous cycle gas stream a2 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, steam, 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 and optionally at least partly removing high-boiling secondary components and steam, giving a product gas stream b′, Cb) compressing and cooling the product gas stream b′ in at least one compression and cooling stage, giving at least one aqueous condensate stream c1 and one gas stream c2 comprising butadiene, n-butenes, steam, oxygen and low-boiling hydrocarbons, with or without carbon oxides and with or without inert gases, Da) absorbing the C4 hydrocarbons comprising butadiene and n-butenes in an aromatic hydrocarbon solvent as an absorbent and removing uncondensable and low-boiling gas constituents comprising oxygen, low-boiling hydrocarbons, any carbon oxides, aromatic hydrocarbon solvent and any inert gases as gas stream d2 from the gas stream c2, 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, Db) at least partly recycling the gas stream d2 as cycle gas stream a2 into the oxidative dehydrogenation zone, wherein the content of aromatic hydrocarbon solvent in the cycle gas stream a2 is limited to less than 1% by volume.

    PROCESS FOR PREPARING 1,3-BUTADIENE FROM N-BUTENES BY OXIDATIVE DEHYDROGENATION
    5.
    发明申请
    PROCESS FOR PREPARING 1,3-BUTADIENE FROM N-BUTENES BY OXIDATIVE DEHYDROGENATION 有权

    公开(公告)号：US20170233313A1

    公开(公告)日：2017-08-17

    申请号：US15503189

    申请日：2015-08-11

    Applicant: BASF SE ,  Linde AG

    Inventor： Philipp GRÜNE ,  Oliver HAMMEN ,  Rainer ECKRICH ,  Jan Pablo JOSCH ,  Christian WALSDORFF ,  Andre BIEGNER ,  Gergor BLOCH ,  Heinz BOELT ,  Hendrik REYNEKE ,  Christine TOEGEL ,  Ulrike WENNING

    IPC: C07C5/48

    CPC classification number: C07C5/48 ,  C07C7/005 ,  C07C7/08 ,  C07C7/09 ,  C07C7/11 ,  C07C2523/887 ,  C07C11/167

    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 of an organic solvent, wherein the organic solvent is selected from the group consisting of toluene, o-, m- and p-xylene, mesitylene, mono-, di- and triethylbenzene, mono-, di- and triisopropylbenzene and mixtures thereof, and the mass ratio of the aqueous phase to the organic phase in the cooling medium when it is fed into the cooling zones prior to the contacting with the product gas stream being from 0.015:1 to 10:1, 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.

    METHOD FOR OXIDATIVELY DEHYDROGENATING N-BUTENES INTO 1,3-BUTADIENE
    6.
    发明申请
    METHOD FOR OXIDATIVELY DEHYDROGENATING N-BUTENES INTO 1,3-BUTADIENE 审中-公开

    公开(公告)号：US20160152532A1

    公开(公告)日：2016-06-02

    申请号：US14905569

    申请日：2014-07-17

    Applicant: BASF SE

    Inventor： Philipp GRÜNE ,  Gauthier Luc Maurice AVERLANT ,  Ragavendra Prasad BALEGEDDE RAMACHANDRAN ,  Jan Pablo JOSCH

    IPC: C07C5/48 ,  C07C7/11

    CPC classification number: C07C5/48 ,  B01J23/002 ,  B01J23/8878 ,  B01J23/8898 ,  B01J23/94 ,  B01J35/023 ,  B01J37/0045 ,  B01J37/0223 ,  B01J37/031 ,  B01J38/16 ,  B01J2523/00 ,  C07C7/11 ,  C07C2523/28 ,  C07C2523/887 ,  Y02P20/584 ,  C07C11/167 ,  B01J2523/13 ,  B01J2523/54 ,  B01J2523/67 ,  B01J2523/68 ,  B01J2523/842 ,  B01J2523/845

    Abstract: A process for oxidative dehydrogenation of n-butenes to 1,3-butadiene in a fixed-bed reactor (R), which comprises at least two production steps (i) and at least one regeneration step (ii), and in which in a production step (i), a starting gas mixture (1) comprising the n-butenes is mixed with an oxygen-comprising gas (2) and brought into contact with a heterogeneous, particulate multimetal oxide catalyst comprising molybdenum and at least one further metal as active composition in the fixed-bed reactor (R) and in a regeneration step (ii), the heterogeneous, particulate multimetal oxide catalyst comprising molybdenum and at least one further metal as active composition is regenerated by passing an oxygen-comprising regeneration gas mixture over it and burning off the carbonaceous material deposited on the multimetal oxide catalyst, where a regeneration step (ii) is carried out between two production steps (i) and where a product gas stream (6) which comprises 1,3-butadiene and additionally unreacted n-butenes, oxygen, water and further secondary components, in particular carbon monoxide, carbon dioxide, inert gases, in particular nitrogen, high-boiling hydrocarbons, i.e. hydrocarbons having a boiling point of 95° C. or above at a pressure of one atmosphere, optionally hydrogen and optionally oxygenates is obtained in the production step (i) in the fixed-bed reactor (R) and is fed as such or after one or more intermediate steps as stream (11) to an absorption column (K) in which an absorption is carried out at a pressure in the range from 3.5 to 20 bar by means of a high-boiling absorption medium (13) which becomes loaded with the C4-hydrocarbons from the product gas stream (6) or the stream (11) and is taken off as loaded solvent stream (14) from the bottom of the absorption column (K) to give an overhead stream (12) comprising oxygen, low-boiling hydrocarbons, i.e. hydrocarbons having a boiling point of less than 95° C. at a pressure of one atmosphere, residues of C4-hydrocarbons, residues of high-boiling hydrocarbons, i.e. hydrocarbons having a boiling point of 95° C. or above at a pressure of one atmosphere, optionally inert gases, in particular nitrogen, optionally carbon oxides and optionally water vapor, and is partly or completely recycled as recycle stream to the fixed-bed reactor (R), wherein at the end of each production step (i), the introduction of the oxygen-comprising gas (2) into the reactor (R) is throttled back or shut off and the production step (i) is continued until the oxygen concentration in the overhead stream (12) has decreased to 5% by volume, based on the total volume of the overhead stream (12), whereupon the introduction of the gas stream (1) comprising the n-butenes and also the introduction of the oxygen-comprising gas (2) is shut off, if this has not already been done at the end of the production step (i), at which point the production step (i) is complete and the regeneration step (ii) is started by the overhead stream (12) from the absorption column (K) functioning as oxygen-comprising regeneration gas mixture or substream of the oxygen-comprising regeneration gas mixture, is proposed.

    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

    公开(公告)号：US20180002254A1

    公开(公告)日：2018-01-04

    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

    CPC classification number: C07C5/48 ,  B01D3/40 ,  C07C5/333 ,  C07C7/005 ,  C07C7/05 ,  C07C7/08 ,  C07C7/11 ,  C07C11/167

    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.

    METHOD OF STARTING UP A REACTOR FOR THE OXIDATIVE DEHYDROGENATION OF N-BUTENES
    8.
    发明申请
    METHOD OF STARTING UP A REACTOR FOR THE OXIDATIVE DEHYDROGENATION OF N-BUTENES 审中-公开
    启动N-BUTEN的氧化脱氢反应器的方法

    公开(公告)号：US20160347686A1

    公开(公告)日：2016-12-01

    申请号：US15110985

    申请日：2015-01-09

    Applicant: BASF SE

    Inventor： Philipp GRÜNE ,  Gauthier Luc Maurice AVERLANT ,  Ulrich HAMMON ,  Ragavendra Prasad BALEGEDDE RAMACHANDRAN ,  Jan Pablo JOSCH ,  Christian WALSDORFF

    IPC: C07C5/48

    CPC classification number: C07C5/48 ,  C07C7/005 ,  C07C7/11 ,  C07C11/167

    Abstract: The invention relates to a process for preparing butadiene from n-butenes having a start-up phase and an operating phase, wherein the process in the operating phase comprises the steps:A) provision of a feed gas stream a1 comprising n-butenes; B) introduction of the feed gas stream a1 comprising n-butenes, of an oxygen-comprising gas stream a2 and of an oxygen-comprising recycle gas stream d2 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; C) cooling and compression of the product gas stream b and condensation of at least part of the high-boiling secondary components, 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) introduction of the gas stream c2 into an absorption zone and separation of incondensable and low-boiling gas constituents comprising oxygen, low-boiling hydrocarbons, possibly carbon oxides and possibly inert gases as gas stream d 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 d, and recirculation, optionally after separating off a purge gas stream p, of the gas stream d as recycle gas stream d2 to the oxidative dehydrogenation zone; and the start-up phase comprises the steps: i) introduction of the oxygen-comprising gas stream and an inert gas stream into the dehydrogenation zone in such a ratio that the oxygen content of the recycle gas stream d2 corresponds to from 30 to 80% of the oxygen content of the recycle gas stream d2 in the operating phase; ii) setting of the recycle gas stream d2 to at least 70% of the volume flow of the recycle gas in the operating phase; iii) optional introduction, at an initial oxygen content of the recycle gas stream d2 of from 30 to 80% of the oxygen content of the recycle gas stream d2 in the operating phase, of a steam stream a3 into the dehydrogenation zone; iv) introduction, at an initial oxygen content of the recycle gas stream d2 of from 30 to 80% of the oxygen content of the recycle gas stream d2 in the operating phase, of an oxygen-comprising gas stream a2′ and a butene-comprising feed gas stream a1′ having a smaller volume flow than in the operating phase in a ratio k=a2′/a1′ and raising of the volume flow of the gas streams a1′ and a2′ until the volume flows of the gas streams a1 and a2 in the operating phase are obtained, with the recycle gas stream d2 being at least 70% and not more than 120% of the volume flow in the operating phase.

    METHOD FOR PRODUCING 1,3-BUTADIEN FROM N-BUTENES BY MEANS OF AN OXIDATIVE DEHYDROGENATION
    9.
    发明申请
    METHOD FOR PRODUCING 1,3-BUTADIEN FROM N-BUTENES BY MEANS OF AN OXIDATIVE DEHYDROGENATION 审中-公开
    通过氧化脱氢生产1,3-丁二烯的方法

    公开(公告)号：US20160152531A1

    公开(公告)日：2016-06-02

    申请号：US14905497

    申请日：2014-07-15

    Applicant: BASF SE

    Inventor： Christian WALSDORFF ,  Philipp GRÜNE ,  Christine SCHMITT ,  Ragavendra Prasad BALEGEDDE RAMACHANDRAN ,  Jan Pablo JOSCH

    IPC: C07C5/48 ,  C07C7/11

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

    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 an oxygenous gas 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 it with a coolant and condensing at least a portion of the high-boiling secondary components; Cb) compressing the remaining product gas stream b 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; Da) 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 Db) subsequently desorbing the C4 hydrocarbons from the laden absorbent stream, giving a C4 product gas stream d1, which comprises additionally feeding in a methane-comprising gas stream at at least one point in the process section comprising steps B), Ca), Cb) and Da) in such amounts that the formation of an explosive gas mixture in step Da) is avoided.

    Abstract translation: 本发明涉及一种从正丁烯制备丁二烯的方法，包括以下步骤：A）提供包含正丁烯的输入气流a; B）将包含正丁烯和含氧气体的输入气流a送入至少一个氧化脱氢区并将正丁烯氧化脱氢成丁二烯，得到包含丁二烯，未转化的正丁烯，水蒸汽，氧气的产物气流b 低沸点碳氢化合物和高沸点二级组分，有或没有碳氧化物和有或没有惰性气体; Ca）通过使产品气流b与冷却剂接触并冷凝至少一部分高沸点次级组分来冷却产物气流b; Cb）在至少一个压缩阶段压缩剩余的产物气流b，得到至少一种含水冷凝物流c1和一种含有或不含碳的丁二烯，正丁烯，水蒸汽，氧和低沸点烃的气流c2 氧化物和有或没有惰性气体; Da）通过吸收包含丁二烯和正丁烯的C 4烃，除去包含氧气和低沸点烃的无碳酸盐和低沸点烃，具有或不具有碳氧化物和有或无惰性气体作为气流d2来自气流c2 在吸收剂中，产生载有C 4烃的吸收剂流，气流d2和Db）随后从负载的吸收剂流中解吸C4烃，得到C4产物气流d1，其包括另外进料含甲烷气体 在包括步骤B），Ca），Cb）和Da）的过程部分中的至少一个点处的流量以使得在步骤Da）中形成爆炸性气体混合物的量被避免。

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