RU2017145651A - METHOD OF ALKYLATION OF AROMATIC COMPOUNDS - Google Patents

METHOD OF ALKYLATION OF AROMATIC COMPOUNDS Download PDF

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RU2017145651A
RU2017145651A RU2017145651A RU2017145651A RU2017145651A RU 2017145651 A RU2017145651 A RU 2017145651A RU 2017145651 A RU2017145651 A RU 2017145651A RU 2017145651 A RU2017145651 A RU 2017145651A RU 2017145651 A RU2017145651 A RU 2017145651A
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aromatic hydrocarbon
stream
unreacted
treated
alkylation
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RU2017145651A
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RU2756570C2 (en
RU2017145651A3 (en
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Ших-Юань Х. ХВАН
Дана Е. ДЖОНСОН
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БЭДЖЕР ЛАЙСЕНСИНГ ЭлЭлСи
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/64Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66Catalytic processes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C6/00Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
    • C07C6/08Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
    • C07C6/12Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
    • C07C6/126Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00Purification; Separation; Use of additives
    • C07C7/12Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00Catalysts comprising molecular sieves
    • C07C2529/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/08Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00Catalysts comprising molecular sieves
    • C07C2529/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/18Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00Catalysts comprising molecular sieves
    • C07C2529/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/40Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2529/00Catalysts comprising molecular sieves
    • C07C2529/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
    • C07C2529/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • C07C2529/70Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (21)

1. Способ алкилирования ароматических соединений, включающий:1. A method of alkylation of aromatic compounds, including: (a) пропускание ароматического углеводородного сырья, содержащего поток рециркулируемого ароматического углеводорода и необязательно свежий ароматический углеводород, через блок обработки, содержащий адсорбент из глины, при таких условиях, чтобы адсорбент из глины удалял примеси, содержащиеся в ароматическом углеводородном сырье, с получением потока обработанного ароматического углеводорода;(a) passing an aromatic hydrocarbon feed containing a recycled aromatic hydrocarbon stream and optionally a fresh aromatic hydrocarbon through a processing unit containing a clay adsorbent, under such conditions that the clay adsorbent removes impurities contained in the aromatic hydrocarbon feedstock to produce a processed aromatic stream hydrocarbon; (b) подачу по меньшей мере части указанного потока обработанного ароматического углеводорода в зону алкилирования;(b) feeding at least a portion of said stream of treated aromatic hydrocarbon to the alkylation zone; (c) контактирование указанного потока обработанного ароматического углеводорода в указанной зоне алкилирования с алкилирующим агентом в присутствии кислотного катализатора алкилирования и при таких условиях, чтобы по меньшей мере часть алкилирующего агента вступала в реакцию с указанным потоком обработанного ароматического углеводорода с получением отходящего потока алкилирования, содержащего алкилированное ароматическое соединение и непрореагировавший ароматический углеводород;(c) contacting said treated aromatic hydrocarbon stream in said alkylation zone with an alkylating agent in the presence of an acid alkylation catalyst and under such conditions that at least part of the alkylating agent reacts with said treated aromatic hydrocarbon stream to produce an alkylated waste alkylation stream aromatic compound and unreacted aromatic hydrocarbon; (d) подачу указанного отходящего потока алкилирования в секцию разделения для извлечения по меньшей мере части непрореагировавшего ароматического углеводорода; и(d) supplying said alkylation effluent to a separation section to recover at least a portion of the unreacted aromatic hydrocarbon; and (e) рециркулирование по меньшей мере части указанного непрореагировавшего ароматического углеводорода, извлеченного в (d), в виде указанного в (а) потока рециркулируемого ароматического углеводорода.(e) recycling at least a portion of said unreacted aromatic hydrocarbon recovered in (d) in the form of the recycled aromatic hydrocarbon stream specified in (a). 2. Способ по п. 1, в котором указанное ароматическое углеводородное сырье содержит свежий ароматический углеводород, который был осушен до содержания воды не более чем 20 част./млн по массе.2. The method according to claim 1, wherein said aromatic hydrocarbon feed contains a fresh aromatic hydrocarbon that has been dried to a water content of not more than 20 ppm by mass. 3. Способ по п. 1, в котором условия в (а) включают температуру от 50°С до 125°С.3. The method according to claim 1, wherein the conditions in (a) include a temperature from 50 ° C to 125 ° C. 4. Способ по любому одному из пп. 1-3, в котором поток полиалкильного ароматического углеводорода извлекают из секции разделения стадии (d), и способ дополнительно включает:4. The method according to any one of paragraphs. 1-3, in which the flow of polyalkyl aromatic hydrocarbon is extracted from the separation section of stage (d), and the method further includes: (f) подачу по меньшей мере части указанного потока обработанного ароматического углеводорода в зону трансалкилирования;(f) feeding at least a portion of said stream of treated aromatic hydrocarbon to the transalkylation zone; (g) контактирование указанного потока обработанного ароматического углеводорода в указанной зоне трансалкилирования с потоком полиалкильного ароматического углеводорода, извлеченного из секции разделения со стадии (d), в присутствии кислотного катализатора трансалкилирования и при таких условиях, чтобы по меньшей мере часть полиалкильного ароматического углеводорода вступала в реакцию с указанным потоком обработанного ароматического углеводорода с получением отходящего потока трансалкилированния, содержащего алкилированное ароматическое соединение, непрореагировавший полиалкильный ароматический углеводород и непрореагировавший ароматический углеводород;(g) contacting said treated aromatic hydrocarbon stream in said transalkylation zone with a polyalkyl aromatic hydrocarbon stream recovered from the separation section from step (d) in the presence of an acid transalkylation catalyst and under such conditions that at least a portion of the polyalkyl aromatic hydrocarbon reacts with the specified stream of the treated aromatic hydrocarbon to obtain a waste stream of transalkylation, containing alkylated aroma Atomic compound, unreacted polyalkyl aromatic hydrocarbon and unreacted aromatic hydrocarbon; (h) подачу указанного отходящего потока трансалкилирования в секцию разделения для отделения по меньшей мере части непрореагировавшего ароматического углеводорода от отходящего потока трансалкилирования; и(h) feeding said transamylation effluent to a separation section to separate at least a portion of the unreacted aromatic hydrocarbon from the transalkylation effluent; and (i) рециркулирование по меньшей мере части указанного непрореагировавшего ароматического углеводорода, извлеченного в (h), в виде указанного в (а) потока рециркулируемого ароматического углеводорода.(i) recycling at least a portion of said unreacted aromatic hydrocarbon recovered in (h) as the recirculated aromatic hydrocarbon stream indicated in (a). 5. Способ алкилирования ароматических соединений, включающий:5. The method of alkylation of aromatic compounds, including: (a) пропускание ароматического углеводородного сырья, содержащего поток рециркулируемого ароматического углеводорода и необязательно свежий ароматический углеводород, через блок обработки, содержащий адсорбент из глины, при таких условиях, чтобы адсорбент из глины удалял по меньшей мере часть примесей, содержащихся в ароматическом углеводородном сырье, с получением потока обработанного ароматического углеводорода;(a) passing an aromatic hydrocarbon feed containing a recycled aromatic hydrocarbon stream and optionally a fresh aromatic hydrocarbon through a processing unit containing a clay adsorbent, under such conditions that the clay adsorbent removes at least some of the impurities contained in the aromatic hydrocarbon feedstock, obtaining a treated aromatic hydrocarbon stream; (b) подачу по меньшей мере части указанного потока обработанного ароматического углеводорода в зону трансалкилирования;(b) feeding at least a portion of the stream of treated aromatic hydrocarbon to the transalkylation zone; (c) контактирование указанного потока обработанного ароматического углеводорода в указанной зоне трансалкилирования с потоком полиалкильного ароматического углеводорода в присутствии кислотного катализатора трансалкилирования и при таких условиях, чтобы по меньшей мере часть полиалкильного ароматического углеводорода вступала в реакцию с указанным потоком обработанного ароматического углеводорода с получением отходящего потока трансалкилированния, содержащего алкилированное ароматическое соединение, непрореагировавший полиалкильный ароматический углеводород и непрореагировавший ароматический углеводород;(c) contacting said treated aromatic hydrocarbon stream in said transalkylation zone with a polyalkyl aromatic hydrocarbon stream in the presence of an acidic transalkylation catalyst and under such conditions that at least a portion of the polyalkyl aromatic hydrocarbon reacts with the said treated aromatic hydrocarbon stream to produce a transalkylated stream containing an alkylated aromatic compound, unreacted poly fine aromatic hydrocarbon and unreacted aromatic hydrocarbon; (d) подачу указанного отходящего потока трансалкилирования в секцию разделения для извлечения по меньшей мере части непрореагировавшего ароматического углеводорода; и(d) feeding said transamylation effluent to a separation section to recover at least a portion of the unreacted aromatic hydrocarbon; and (e) рециркулирование по меньшей мере части указанного непрореагировавшего ароматического углеводорода, извлеченного в (d), в виде указанного в (а) потока рециркулированного ароматического углеводорода.(e) recycling at least a portion of said unreacted aromatic hydrocarbon, recovered in (d), as specified in (a) a stream of recycled aromatic hydrocarbon. 6. Способ по п. 5, в котором указанное ароматическое углеводородное сырье содержит свежий ароматический углеводород, который был осушен до содержания воды не более чем 20 част./млн по массе.6. The method according to claim 5, wherein said aromatic hydrocarbon feed contains fresh aromatic hydrocarbon that has been dried to a water content of not more than 20 ppm by mass. 7. Способ по п. 5 или 6, в котором условия в (а) включают температуру от 50°С до 125°С.7. A method according to claim 5 or 6, in which the conditions in (a) include a temperature of from 50 ° C to 125 ° C.
RU2017145651A 2013-05-08 2017-12-25 Method for alkylation of aromatic compounds RU2756570C2 (en)

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PCT/US2013/040082 WO2014182294A1 (en) 2013-05-08 2013-05-08 Aromatics alkylation process
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RU2756570C2 (en) 2021-10-01
RU2640595C2 (en) 2018-01-10
WO2014182294A1 (en) 2014-11-13
CN105339328A (en) 2016-02-17
TW201509877A (en) 2015-03-16
RU2017145651A3 (en) 2021-03-17
TWI654165B (en) 2019-03-21
RU2015148012A (en) 2017-06-14

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