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公开(公告)号：US09663430B2
公开(公告)日：2017-05-30
申请号：US14912569
申请日：2014-08-27
Applicant: ExxonMobil Chemical Patents Inc.
Inventor： Francisco M. Benitez , Christopher L. Becker , Keith H. Kuechler , Jason D. Davis
IPC: C07C45/53 , C07C37/08 , C07C2/74 , C07C407/00 , C07C45/00
CPC classification number: C07C37/08 , C07C45/00 , C07C45/53 , C07C407/00 , C07C407/003 , C07C2601/14 , C07C39/04 , C07C49/403 , C07C409/14
Abstract: A process for making phenol and/or cyclohexanone, the process comprising: (A) oxidizing a cyclohexylbenzene feed to obtain an oxidation product comprising cyclohexylbenzene, cyclohexylbenzene hydroperoxide and water; (B) removing at least a portion of the water from at least a portion of the oxidation product to obtain a cleavage feed; and (C) contacting at least a portion of the cyclohexylbenzene hydroperoxide in the cleavage feed with an acid catalyst in a cleavage reactor under cleavage conditions to obtain a cleavage product comprising phenol and cyclohexanone. The removing step may also comprises a step of removing a portion of the cyclohexylbenzene contained in the oxidation product. Water removal may be advantageously conducted in a water flashing drum before a cyclohexylbenzene hydroperoxide concentrator.
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公开(公告)号：US09464166B2
公开(公告)日：2016-10-11
申请号：US14480363
申请日：2014-09-08
Applicant: ExxonMobil Chemical Patents Inc.
Inventor： Jihad M. Dakka , Lorenzo C. DeCaul , Keith H. Kuechler , Neeraj Sangar , Michael Salciccioli , Alan A. Galuska , Gary D. Mohr
IPC: C07C2/74 , C08G63/185 , C08G63/199 , C08J5/18 , D21H27/20 , H01B3/44 , C07C51/265 , C07C5/367
CPC classification number: C08G63/185 , C07C2/74 , C07C5/367 , C07C51/265 , C07C2101/14 , C07C2601/14 , C08G63/199 , C08J5/18 , C08J2327/06 , C08K2201/014 , D21H27/20 , H01B3/443 , Y10T428/2964 , C08K5/10 , C08L27/06 , C07C63/333 , C07C63/26 , C07C13/28 , C07C15/14
Abstract: In a process for producing 3,4′ and/or 4,4′ dimethyl-substituted biphenyl compounds, a feed comprising toluene is contacted with hydrogen in the presence of a hydroalkylation catalyst under conditions effective to produce a hydroalkylation reaction product comprising (methylcyclohexyl)toluenes. At least part of the hydroalkylation reaction product is dehydrogenated in the presence of a dehydrogenation catalyst under conditions effective to produce a dehydrogenation reaction product comprising a mixture of dimethyl-substituted biphenyl isomers. The dehydrogenation reaction product is then separated into at least a first stream containing at least 50% of 3,4′ and 4,4′ dimethylbiphenyl isomers by weight of the first stream and at least one second stream comprising one or more 2,x′ (where x′ is 2′, 3′, or 4′) and 3,3′ dimethylbiphenyl isomers.
Abstract translation: 在制备3,4'和/或4,4'二甲基取代的联苯化合物的方法中，包含甲苯的进料在氢化烷基化催化剂存在下与氢气接触，所述条件有效地产生包含（甲基环己基） 甲苯。 至少部分加氢烷基化反应产物在脱氢催化剂存在下在有效产生包含二甲基取代的联苯异构体的混合物的脱氢反应产物的条件下脱氢。 然后将脱氢反应产物分离成至少第一流，其含有至少50％的第一料流重量的3,4'和4,4'-二甲基联苯异构体，以及至少一种包含一个或多个2' （其中x'为2'，3'或4'）和3,3'二甲基联苯异构体。
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23.发明授权公开(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。
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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。
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公开(公告)号：US20150291493A1
公开(公告)日：2015-10-15
申请号：US14439154
申请日：2013-11-22
Applicant: EXXONMOBIL CHEMICAL PATENTS INC.
Inventor： Keith H. Kuechler , Jason D. Davis
CPC classification number: C07C29/48 , C07B41/00 , C07C2/66 , C07C2/74 , C07C37/08 , C07C37/74 , C07C45/28 , C07C45/53 , C07C2523/06 , C07C2523/14 , C07C2523/44 , C07C2523/46 , C07C2523/75 , C07C2523/755 , C07C2529/70 , C07C2601/14 , C07C39/04 , C07C49/403 , C07C13/28
Abstract: In a process for producing phenol and/or cyclohexanone, a cleavage reaction mixture containing cyclohexyl-1-phenyl-hydroperoxide and cyclohexylbenzene is contacted with sulfuric acid and water under cleavage conditions effective to form a cleavage reaction effluent containing phenol, cyclohexanone, cyclohexylbenzene, water, sulfuric acid and 1-phenylcyclohexanol. At least a portion of the cleavage reaction effluent is neutralized with a basic material to produce a neutralized cleavage product and at least a portion of the neutralized cleavage product is supplied in the absence of an added dehydration catalyst to a distillation column. The distillation column is operated so that at least a portion of the neutralized cleavage product is exposed to a temperature greater than 70° C. at at least one location in the distillation column whereby at least a portion of the 1-phenylcyclohexanol in the neutralized cleavage product is dehydrated to phenylcyclohexene.
Abstract translation: 在生产苯酚和/或环己酮的方法中，含有环己基-1-苯基 - 氢过氧化物和环己基苯的裂解反应混合物在有效形成裂解反应流出物的裂解条件下与硫酸和水接触，所述裂解反应流出物含有苯酚，环己酮，环己基苯，水 ，硫酸和1-苯基环己醇。 至少一部分裂解反应流出物用碱性物质中和以产生中和的裂解产物，并且在没有加入的脱水催化剂的情况下将至少一部分中和的裂解产物供应到蒸馏塔。 操作蒸馏塔使得至少一部分中和的裂解产物在蒸馏塔中的至少一个位置处暴露于高于70℃的温度，由此中和裂解中的至少一部分1-苯基环己醇 产物脱水成苯基环己烯。
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Patent Agency Ranking
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
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。
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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
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。
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公开(公告)号：US20150094494A1
公开(公告)日：2015-04-02
申请号：US14477243
申请日：2014-09-04
Applicant: ExxonMobil Chemical Patents Inc.
Inventor： Gabor Kiss , Keith H. Kuechler
IPC: C07C2/74 , C07C407/00 , C07C45/53 , C07C5/10 , C07C37/08
CPC classification number: C07C2/74 , C07C5/03 , C07C37/08 , C07C45/53 , C07C407/00 , C07C2521/04 , C07C2521/06 , C07C2521/08 , C07C2523/42 , C07C2523/44 , C07C2523/46 , C07C2523/755 , C07C2529/70 , C07C2529/74 , C07C2601/14 , C07C13/28 , C07C39/04 , C07C49/403 , C07C409/14
Abstract: An alkylating process such as hydroalkylating process comprising feeding a gas material and a liquid material into the reactor, distributing the liquid material to the upper surface of a bed of a catalyst substantially uniformly. The substantial uniform distribution of the liquid material to the upper surface allows for substantially uniform distribution of liquid reaction medium in the bed, thereby preventing hot spot and undesirable continuous liquid zone, both of which can cause the production of undesired by-products. The invention is particularly useful for the hydroalkylation reaction of benzene in making cyclohexylbenzene, which can be used for making cyclohexanone and phenol.
Abstract translation: 烷基化方法例如加氢烷基化方法，包括将气体材料和液体材料进料到反应器中，将液体材料基本均匀地分配到催化剂床的上表面。 液体材料向上表面的显着均匀分布允许液体反应介质在床中的基本上均匀的分布，从而防止热点和不期望的连续液体区域，这两者都可能导致不期望的副产物的产生。 本发明特别可用于苯在制备环己基苯中的加氢烷基化反应，其可用于制备环己酮和苯酚。
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公开(公告)号：US20240279141A1
公开(公告)日：2024-08-22
申请号：US18681161
申请日：2022-07-25
Applicant: ExxonMobil Chemical Patents Inc.
Inventor： Keith H. Kuechler , Pavel V. Kortunov
CPC classification number: C07C7/144 , B01D11/0415 , B01D61/246 , C07C7/11 , B01D2311/08
Abstract: A salt ion membrane may be paired with an absorption device to provide advantaged separation processes comprising: introducing a first aqueous salt stream and a mixed feed stream comprising at least one olefin and at least one paraffin to a salt ion membrane under conditions effective to form at least two phases; obtaining an olefin-rich permeate stream and an olefin-lean retentate stream from the salt ion membrane, in which the olefin-rich permeate stream and/or the olefin-lean retentate stream further comprises a salt ion membrane aqueous salt phase; introducing at least a portion of the olefin-lean retentate stream and a second aqueous salt stream to an absorption device under conditions effective to promote olefin extraction; obtaining an olefin-rich aqueous salt stream from the absorption device; and providing at least a portion of the olefin-rich aqueous salt stream as at least a portion of the first aqueous salt stream.
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公开(公告)号：US20240139672A1
公开(公告)日：2024-05-02
申请号：US18482999
申请日：2023-10-09
Applicant: ExxonMobil Chemical Patents Inc.
Inventor： Umar Aslam , Keith H. Kuechler
CPC classification number: B01D53/229 , B01D53/228 , B01D69/02 , B01D2257/7022 , B01D2259/124 , B01D2311/06 , B01D2311/14 , B01D2311/2626
Abstract: Olefin separation processes may comprise: introducing a first aqueous salt stream and a mixed feed stream comprising at least one olefin to a salt ion membrane; obtaining an olefin-rich permeate stream and an olefin-lean retentate stream from the salt ion membrane, at least the olefin-lean retentate stream comprising a salt ion membrane aqueous salt phase; introducing the olefin-lean retentate stream to a separation device to obtain a first portion comprising a hydrocarbon stream and a second portion comprising the salt ion membrane aqueous salt phase; introducing to an absorption device the hydrocarbon stream and a second aqueous salt stream under conditions effective to promote olefin extraction, in which the salt ion membrane aqueous salt phase is provided as a portion of the second aqueous salt stream; and obtaining an olefin-rich aqueous salt stream from the absorption device that is provided as at least a portion of the first aqueous salt stream.
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