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    Process for producing phenol and/or cyclohexanone from cyclohexylbenzene
    21.
    发明授权
    Process for producing phenol and/or cyclohexanone from cyclohexylbenzene 有权
    从环己基苯生产苯酚和/或环己酮的方法

    公开(公告)号：US09278897B2

    公开(公告)日：2016-03-08

    申请号：US14422444

    申请日：2013-09-12

    Applicant: ExxonMobil Chemical Patents Inc.

    Inventor： Keith H. Kuechler ,  Jihad M. Dakka ,  James R. Lattner ,  Christopher L. Becker ,  Edmund J. Mozeleski

    IPC: C07C45/53 ,  C07C37/08 ,  C07C2/66 ,  C07C29/80 ,  C07C1/24 ,  C07C2/74 ,  C07C5/03 ,  C07C407/00 ,  C07C29/60

    CPC classification number: C07C45/53 ,  C07C1/24 ,  C07C2/66 ,  C07C2/74 ,  C07C5/03 ,  C07C29/60 ,  C07C29/80 ,  C07C37/08 ,  C07C407/00 ,  C07C2529/70 ,  C07C2601/14 ,  C07C409/14 ,  C07C39/04 ,  C07C49/403 ,  C07C35/21 ,  C07C13/28

    Abstract: In a process for producing phenol and/or cyclohexanone, cyclohexylbenzene is contacted with an oxygen-containing gas to produce an oxidation effluent containing cyclohexylbenzene hydroperoxide. At least a portion of the cyclohexylbenzene hydroperoxide is then contacted with a cleavage catalyst to produce a cleavage effluent containing phenol and cyclohexanone and by-products including phenylcyclohexanol. The cleavage effluent or a neutralized product thereof also comprises at least one heteroatom-containing compound, which is separated from the cleavage effluent and/or the neutralized product thereof to leave a cleavage fraction lean in the heteroatom-containing compound and containing at least a portion of the phenylcyclohexanol. At least a portion of the phenylcyclohexanol is then contacted with a dehydration catalyst comprising a molecular sieve of the MCM-22 type to convert at least a portion of the phenylcyclohexanol to phenylcyclohexene.

    Abstract translation: 在生产苯酚和/或环己酮的方法中，使环己基苯与含氧气体接触以产生含有环己基苯氢过氧化物的氧化流出物。 然后将至少一部分环己基苯氢过氧化物与裂解催化剂接触，以产生包含苯酚和环己酮的裂解流出物以及包括苯基环己醇在内的副产物。 裂解流出物或其中和产物还包含至少一种含杂原子的化合物，其与裂解流出物和/或其中和产物分离，以使含有杂原子的化合物中的裂解级分残留并含有至少一部分 的苯基环己醇。 然后至少一部分苯基环己醇与包含MCM-22型分子筛的脱水催化剂接触，以将至少一部分苯基环己醇转化为苯基环己烯。

    Processes for Producing Phenol
    24.
    发明申请
    Processes for Producing Phenol 有权
    生产苯酚的方法

    公开(公告)号：US20150315111A1

    公开(公告)日：2015-11-05

    申请号：US14800042

    申请日：2015-07-15

    Applicant: ExxonMobil Chemical Patents Inc.

    Inventor： Keith H. Kuechler ,  Francisco M. Benitez ,  Kun Wang ,  James R. Lattner ,  Christopher L. Becker

    IPC: C07C37/08 ,  C07C37/82 ,  C07C407/00

    CPC classification number: C07C49/403 ,  C07C37/08 ,  C07C37/82 ,  C07C37/86 ,  C07C39/04 ,  C07C45/85 ,  C07C407/00 ,  C07C2601/14 ,  Y02P20/52

    Abstract: Disclosed herein is a process for producing phenol. The process includes oxidizing at least a portion of a feed comprising cyclohexylbenzene to produce an oxidation composition comprising cyclohexyl-1-phenyl-1-hydroperoxide. The oxidation composition may then be cleaved in the presence of an acid catalyst to produce a cleavage reaction mixture comprising the acid catalyst, phenol and cyclohexanone. At least a portion of the cleavage reaction mixture may be neutralized with a basic material to form a treated cleavage reaction mixture. In various embodiments, the treated cleavage reaction mixture contains no greater than 50 wppm of the acid catalyst or no greater than 50 wppm of the basic material.

    Abstract translation: 本文公开了一种生产苯酚的方法。 该方法包括氧化至少一部分包含环己基苯的进料以产生包含环己基-1-苯基-1-氢过氧化物的氧化组合物。 然后可以在酸催化剂的存在下将氧化组合物切割，以产生包含酸催化剂，苯酚和环己酮的裂解反应混合物。 裂解反应混合物的至少一部分可以用碱性物质中和以形成经处理的裂解反应混合物。 在各种实施方案中，处理的裂解反应混合物含有不大于50wppm的酸催化剂或不大于50wppm的碱性物质。

    Process for Producing Phenol
    26.
    发明申请
    Process for Producing Phenol 有权
    生产苯酚的方法

    公开(公告)号：US20150251986A1

    公开(公告)日：2015-09-10

    申请号：US14433211

    申请日：2013-11-13

    Applicant: ExxonMobil Chemical Patents Inc.

    Inventor： Keith H. Kuechler ,  Charles Morris Smith ,  Francisco M. Benitez ,  Kun Wang ,  Hari Nair ,  Travis A. Reine ,  Gabor Kiss ,  Roberto Garcia ,  Christopher L. Becker

    IPC: C07C45/53 ,  C07C37/08

    CPC classification number: C07C45/53 ,  C07C2/74 ,  C07C37/08 ,  C07C407/00 ,  C07C2601/14 ,  C07C49/403 ,  C07C13/28 ,  C07C39/04 ,  C07C409/14

    Abstract: In a process for producing phenol and cyclohexanone, a cleavage feed containing greater than 40 wt % and no greater than 95 wt % cyclohexyl-1-phenyl-1-hydroperoxide, and at least 5 wt % and less than 60 wt % cyclohexylbenzene is mixed with at least phenol, cyclohexanone, water, and sulfuric acid to produce a cleavage reaction mixture containing from 15 wt % to 50 wt % phenol, from 15 wt % to 50 wt % cyclohexanone, from 1 wt % to 10 wt % cyclohexyl-1-phenyl-1-hydroperoxide, from 5 wt % to 60 wt % cyclohexylbenzene, from 0.1 wt % to 4 wt % water, and from 10 wppm to 1000 wppm sulfuric acid. The cleavage reaction mixture is then reacted at a temperature from 30° C. and to 70° C., and a pressure of at least 1 atmosphere for a time sufficient to convert at least 50% of said cyclohexyl-1-phenyl-1-hydroperoxide in said cleavage reaction mixture and produce a cleavage effluent containing phenol and cyclohexanone.

    Abstract translation: 在生产苯酚和环己酮的方法中，混合含有大于40重量％且不大于95重量％环己基-1-苯基-1-氢过氧化物和至少5重量％且小于60重量％环己基苯的裂解原料混合 至少含有苯酚，环己酮，水和硫酸，以产生裂解反应混合物，其含有15重量％至50重量％的苯酚，15重量％至50重量％的环己酮，1重量％至10重量％的环己基-1 苯基-1-氢过氧化物，5重量％至60重量％的环己基苯，0.1重量％至4重量％的水，以及10wppm至1000wppm的硫酸。 然后将裂解反应混合物在30℃至70℃的温度和至少1个大气压的压力下反应足以将至少50％的所述环己基-1-苯基-1- 所述裂解反应混合物中的氢过氧化物，并产生含有苯酚和环己酮的裂解流出液。

    Hydroalkylation process
    27.
    发明授权
    Hydroalkylation process 有权
    氢化烷基化工艺

    公开(公告)号：US09090528B2

    公开(公告)日：2015-07-28

    申请号：US14375967

    申请日：2012-11-30

    Applicant: ExxonMobil Chemical Patents Inc.

    Inventor： Christopher L. Becker ,  James R. Lattner ,  Keith H. Kuechler ,  Hari Nair

    IPC: C07C45/53 ,  C07C37/08 ,  C07C2/74 ,  C07C5/32 ,  C07C5/367

    CPC classification number: C07C2/74 ,  C07C5/321 ,  C07C5/367 ,  C07C37/08 ,  C07C45/53 ,  C07C2521/00 ,  C07C2523/00 ,  C07C2529/74 ,  C07C2601/14 ,  C07C39/04 ,  C07C49/403 ,  C07C13/28 ,  C07C15/04

    Abstract: In a process for producing phenol, benzene is hydroalkylated with hydrogen in the presence of a catalyst under conditions effective to produce a hydroalkylation reaction product comprising cyclohexylbenzene and cyclohexane. At least a portion of the cyclohexane from said hydroalkylation reaction product is then dehydrogenated to produce a dehydrogenation effluent comprising benzene, toluene and hydrogen. At least a portion of the dehydrogenation effluent is washed with a benzene-containing stream to transfer at least a portion of the toluene from the dehydrogenation effluent to the benzene-containing stream.

    Abstract translation: 在生产苯酚的方法中，在有效产生包含环己基苯和环己烷的加氢烷基化反应产物的条件下，在催化剂存在下，用氢加氢苯。 然后将来自所述加氢烷基化反应产物的至少一部分环己烷脱氢以产生包含苯，甲苯和氢的脱氢流出物。 至少一部分脱氢流出物用含苯物流洗涤，将至少一部分甲苯从脱氢流出物转移到含苯物流中。

    Production of cyclic imides suitable for oxidation catalysis
    29.
    发明授权
    Production of cyclic imides suitable for oxidation catalysis 有权

    公开(公告)号：US11161812B2

    公开(公告)日：2021-11-02

    申请号：US16096091

    申请日：2017-04-18

    Applicant: ExxonMobil Chemical Patents Inc.

    Inventor： Jörg F. W. Weber ,  Helge Jaensch ,  Andrew R. Witt ,  Christopher L. Becker ,  Kirk C. Nadler ,  Kendele S. Galvan ,  Amy B. Batton

    IPC: B01J19/00 ,  B01J19/18 ,  C07D209/48 ,  C07D307/89

    Abstract: Disclosed are novel processes for the production of cyclic imide compounds such as N-hydroxyphthalimide (NHPI). The processes may be particularly well-suited for commercial-scale production of cyclic imides such as NHPI. Such cyclic imide compounds are suitable for use as oxidation catalysts, and specifically may be used to oxidize cyclohexylbenzene to cyclohexyl-1-phenyl-1-hydroperoxide. Such an oxidation may be particularly useful in a process for the production of phenol and/or cyclohexanone from benzene via a process comprising hydroalkylation of benzene to cyclohexylbenzene, oxidation of the cyclohexylbenzene to cyclohexyl-1-phenyl-1-hydroperoxide, and cleavage of the cyclohexyl-1-phenyl-1-hydroperoxide to phenol and cyclohexanone. The cyclic imide production process may advantageously include water washing and reactant recovery steps to maximize purity and yield.

    Production of cyclic imides suitable for oxidation catalysis
    30.
    发明授权
    Production of cyclic imides suitable for oxidation catalysis 有权

    公开(公告)号：US11014883B2

    公开(公告)日：2021-05-25

    申请号：US16096161

    申请日：2017-04-18

    Applicant: ExxonMobil Chemical Patents Inc.

    Inventor： Jörg F. W. Weber ,  Helge Jaensch ,  Andrew R. Witt ,  Christopher L. Becker ,  Kirk C. Nadler ,  Kendele S. Galvan ,  Amy B. Batton

    IPC: C07D209/48 ,  B01J31/02 ,  B01J37/04

    Abstract: Disclosed are novel processes for the production of cyclic imide compounds such as N-hydroxyphthalimide (NHPI). The processes may be particularly well-suited for commercial-scale production of cyclic imides such as NHPI. Such cyclic imide compounds are suitable for use as oxidation catalysts, and specifically may be used to oxidize cyclohexylbenzene to cyclohexyl-1-phenyl-1-hydroperoxide. Such an oxidation may be particularly useful in a process for the production of phenol and/or cyclohexanone from benzene via a process comprising hydroalkylation of benzene to cyclohexylbenzene, oxidation of the cyclohexylbenzene to cyclohexyl-1-phenyl-1-hydroperoxide, and cleavage of the cyclohexyl-1-phenyl-1-hydroperoxide to phenol and cyclohexanone. The cyclic imide production process may advantageously include water washing and reactant recovery steps to maximize purity and yield.

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