Saudi Arabian Oil Company

King Abdullah University of Science and Technology

Sabic Global Technologies B.v.

Aramco Services Company

Sabic Global Technology B.v.

Miao Sun

Sohel K Shaikh

Zhonglin Zhang

Ke Zhang

Noor Al-Mana

Wei Xu

Veera Venkata R Tammana

Eman Z Albaher

Ibrahim A Abba

Jean-Marie Maurice Basset

Mohammed Abdulmajeed Al-Daous

Yu Han

Youssef Saih

Wojciech Andrzej Supronowicz

Faisal M Melibari

Xinglong Dong

Qiwei Tian

Zhaohui Liu

Chandrasekar Subramani

Omer Refa Koseoglu

Munir D Khokhar

Qi Xu

Raed H Abudawoud

Lianhui Ding

Mark P Kaminsky

Essam A Al-Sayed

Veera Venkata Ramakrishna Tammana

Faisal H Alshafei

Noor A Sulais

Fahad A Almalki

Sameer A Ghamdi

Hattan T Janbi

Mohammed I AlAmer

A method for upgrading pyrolysis oil includes contacting a pyrolysis oil feed with hydrogen in the presence of a mixed metal oxide catalyst in a first fixed-bed reactor, where: the pyrolysis oil feed comprises multi-ring aromatic compounds comprising greater than or equal to sixteen carbon atoms, and contacting the pyrolysis oil feed with hydrogen in the presence of the mixed metal oxide catalyst in the first fixed-bed reactor to convert at least a portion of the multi-ring aromatic compounds in the pyrolysis oil feed to di-aromatic compounds, tri-aromatic compounds, or both, passing an intermediate stream comprising the di-aromatic compounds, tri-aromatic compounds, or both to a second fixed-bed reactor downstream of the first fixed-bed reactor; and contacting the intermediate stream with hydrogen in the presence of a mesoporous supported metal catalyst in a second fixed-bed reactor.

Two stage fixed-bed catalytic process for upgrading pyrolysis oil to BTX

In accordance with one or more embodiments of the present disclosure, a multi-stage process for upgrading a mixed pyrolysis oil comprising polyaromatic compounds to benzene, toluene, ethylbenzene, and xylenes (BTEX) includes combining light pyrolysis oil with heavy pyrolysis oil to form the mixed pyrolysis oil; upgrading the mixed pyrolysis oil in a slurry-phase reactor zone to produce intermediate products, wherein the slurry-phase reactor zone comprises a mixed metal oxide catalyst; and hydrocracking the intermediate products in a fixed-bed reactor zone to produce the BTEX, wherein the fixed-bed reactor zone comprises a mesoporous zeolite-supported metal catalyst.

Two stage catalytic process for mixed pyrolysis oil upgrading to BTEX

A method for producing one or more of benzene, toluene, or xylene may include contacting a feed stream including Calkylaromatic hydrocarbons with a catalyst mixture to form one or more of benzene, toluene, or xylene. The catalyst mixture may include mesoporous zeolite Beta, ZSM-5 zeolite, one or more active metals, and binder material. The feed stream may include Calkylaromatic hydrocarbons in an amount of at least 10 wt. %. The weight ratio of mesoporous zeolite Beta to ZSM-5 zeolite may be from 2 to 4.

Methods for producing xylenes with limited ethylbenzene production

A method for upgrading mixed pyrolysis oil may include contacting the mixed pyrolysis oil with hydrogen in the presence of a mixed metal oxide catalyst at reaction conditions to produce a reaction effluent including light aromatic compounds. The mixed pyrolysis oil includes multi-ring aromatic compounds and is formed from light pyrolysis oil and heavy pyrolysis oil at a ratio of 10:90 to 40:60 with light pyrolysis oil representing a bottom stream of a gas steam cracker and heavy pyrolysis oil representing a bottom stream of a naphtha steam cracker. The mixed metal oxide catalyst includes a plurality of catalyst particles with each catalyst particles including a plurality of metal oxides. An associated system for upgrading mixed pyrolysis oil may include a pyrolysis upgrading unit housing the mixed metal oxide catalyst and a separation unit operable to separate used mixed metal oxide catalyst from the reaction effluent.

Methods and systems for upgrading mixed pyrolysis oil to light aromatics over mixed metal oxide catalysts

A method for producing aromatic compounds from pyrolysis oil comprises: upgrading the pyrolysis oil to pyrolysis gasoline in a multi-stage reactor comprising a slurry-phase reactor and a fixed-bed reactor, wherein the slurry-phase reactor comprises a mixed metal oxide catalyst, and the fixed-bed reactor comprises a mesoporous zeolite-supported metal catalyst; aromatizing the pyrolysis gasoline in an aromatization unit; hydrodealkylating and transalkylating a product from the aromatization unit in a hydrodealkylation-transalkylation unit, thereby producing an aromatic stream; and processing the aromatic stream in an aromatics recovery complex to produce the aromatic compounds comprising benzene, toluene, and xylenes (BTX).

Integration process for pyrolysis oil upgrading with maximized BTX yield

A catalytic upgrading process includes introducing a feed comprising crude oil to a steam cracking unit, thereby producing pyrolysis fuel oil (PFO). The PFO is introduced to a first catalytic depolyaromatization reactor to remove polyaromatics from the feed, thereby producing polyaromatics adsorbed to the catalyst and depolyaromatized PFO. The depolyaromatized PFO is introduced to a hydrocracking unit. The resulting benzene-toluene-xylenes (BTX) and liquid petroleum gas (LPG) are separated, and the BTX is introduced to a BTX complex to produce refined BTX. The LPG can then be introduced to the steam cracking unit. After depolyaromatization, a wash solvent is introduced into the first catalytic depolyaromatization reactor to remove the polyaromatics, regenerate the catalyst, and produce a mixture comprising the wash solvent and the polyaromatics. The wash solvent is separated from the polyaromatics.

Integrated process with a depolyaromatization column for the production of benzene, toluene and xylenes from pyrolysis fuel oil stream

In accordance with one or more embodiments of the present disclosure, a multi-stage process for upgrading pyrolysis oil comprising polyaromatic compounds to benzene, toluene, ethylbenzene, and xylenes (BTEX) includes upgrading the pyrolysis oil in a slurry-phase reactor zone to produce intermediate products, wherein the slurry-phase reactor zone comprises a mixed metal oxide catalyst; and hydrocracking the intermediate products in a fixed-bed reactor zone to produce the BTEX, wherein the fixed-bed reactor zone comprises a mesoporous zeolite-supported metal catalyst.

Two stage catalytic process for pyrolysis oil upgrading to btex

A method for upgrading pyrolysis oil includes contacting a pyrolysis oil feed with hydrogen in the presence of a mixed metal oxide catalyst in a first slurry reactor, where: the pyrolysis oil feed comprises multi-ring aromatic compounds comprising greater than or equal to sixteen carbon atoms, and contacting the pyrolysis oil feed with hydrogen in the presence of the mixed metal oxide catalyst in the first slurry reactor to convert at least a portion of the multi-ring aromatic compounds in the pyrolysis oil feed to light aromatic compounds comprising di-aromatic compounds, tri-aromatic compounds, or both, passing an intermediate stream comprising the light aromatic compounds to a second slurry reactor downstream of the first slurry reactor; and contacting the intermediate stream with hydrogen in the presence of a mesoporous zeolite supported metal catalyst in a second slurry reactor.

Two stage catalytic process for pyrolysis oil upgrading to BTX

A catalytic upgrading process includes introducing a feed comprising crude oil to a first catalytic deasphalting reactor to deasphalt the feed, thereby producing polymerized asphaltenes and deasphalted oil (DAO). The DAO is introduced to a steam cracking unit, thereby producing pyrolysis gas (PG), which is introduced into a selective hydrogenation unit, thereby producing an olefin-free product, which can then be introduced to a separation unit. The resulting benzene-toluene-xylenes (BTX)-containing stream and liquid petroleum gas (LPG) are separated, and the BTX-containing stream is introduced to a BTX complex to produce refined BTX. After deasphalting, a wash solvent may be introduced into the first catalytic deasphalting reactor to remove the polymerized asphaltenes, regenerate the catalyst, and produce a mixture comprising the wash solvent and the polymerized asphaltenes. The wash solvent is separated from the polymerized asphaltenes.

Integrated process with a deasphalting column for crude oil direct catalytic upgrading

A system for upgrading pyrolysis oil may include a pyrolysis upgrading unit having a mixed metal oxide catalyst and a separation unit operable to separate used mixed metal oxide catalyst from a reaction effluent. A method for upgrading pyrolysis oil may include contacting the pyrolysis oil with hydrogen in the presence of the mixed metal oxide catalyst at reaction conditions to produce a reaction effluent. The pyrolysis oil may include multi-ring aromatic compounds. The mixed metal oxide catalyst may include a plurality of catalyst particles and each of the plurality of catalyst particles having a plurality of metal oxides. Contacting the pyrolysis oil with hydrogen in the presence of the mixed metal oxide catalyst at the reaction conditions may convert at least a portion of the multi-ring aromatic compounds in the pyrolysis oil to the light aromatic compounds.

Systems and methods for upgrading pyrolysis oil to light aromatics over mixed metal oxide catalysts

A method for upgrading pyrolysis oil includes contacting a pyrolysis oil feed with hydrogen in the presence of a mixed metal oxide catalyst in a slurry reactor to produce an intermediate stream comprising light aromatic compounds comprising mono-aromatic compounds, di-aromatic compounds, or both, passing the intermediate stream to a hydrocracking reactor, contacting the intermediate stream with hydrogen in the presence of a hydrocracking catalyst in a hydrocracking reactor to produce a hydrocracking effluent comprising aromatic compounds having six to nine carbon atoms, passing the hydrocracking effluent to a transalkylation reactor, and contacting the hydrocracking effluent with hydrogen in the presence of a transalkylation catalyst in the transalkylation reactor to produce a transalkylation effluent comprising xylenes.

Three stage catalytic process for pyrolysis oil upgrading to xylenes

A process for removing asphaltenes from an oil feed, the process comprising the steps of introducing the oil feed to a de-asphalting column, where the oil feed comprises a carbonaceous material and asphaltenes, where the de-asphalting column comprises a heteropolyacid, operating the de-asphalting column at a reaction temperature and a reaction pressure for a residence time such that the heteropolyacid is operable to catalyze an acid catalyzed polymerization reaction of the asphaltenes to produce polymerized asphaltenes, the polymerized asphaltenes precipitate from the carbonaceous material in the oil feed, and withdrawing a de-asphalted oil from the de-asphalting column, where the de-asphalted oil is in the absence of the heteropolyacids, where the de-asphalted oil has a lower concentration of sulfur, a lower concentration of nitrogen, and a lower concentration of metals as compared to the oil feed, where the process for removing asphaltenes is in the absence of added hydrogen gas.

Non-solvent crude oil heavy oil stream de-asphalting process

In accordance with one or more embodiments of the present disclosure, a continuous catalytic deasphalting process includes introducing a feed comprising crude oil and solvent to a first reactor to deasphalt the feed, producing polymerized asphaltene adsorbed to the catalyst and deasphalted oil; introducing solvent to a second reactor to regenerate catalyst in the second reactor while the deasphalting step is performed in the first reactor; introducing a wash solvent to the first reactor after deasphalting to remove the polymerized asphaltene, thereby regenerating the catalyst in the first reactor and producing a mixture comprising solvent and polymerized asphaltene; passing the mixture to a separator downstream of the reactor system to separate the wash solvent from the polymerized asphaltenes; and reintroducing at least a portion of the separated wash solvent to at least one of the first and second reactors.

Continuous catalytic deasphalting process

A method of making a multifunctional catalyst for upgrading pyrolysis oil includes contacting a zeolite support with a solution including at least a first metal catalyst precursor and a second metal catalyst precursor, the first metal catalyst precursor, the second metal catalyst precursor, or both, including a heteropolyacid. Contacting the zeolite support with the solution deposits or adsorbs the first metal catalyst precursor and the second catalyst precursor onto outer surfaces and pore surfaces of the zeolite support to produce a multifunctional catalyst precursor. The method further includes removing excess solution from the multifunctional catalyst precursor and calcining the multifunctional catalyst precursor to produce the multifunctional catalyst comprising at least a first metal catalyst and a second metal catalyst deposited on the outer surfaces and pore surfaces of the zeolite support.

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Dhahran, Saudi Arabia

Miao Sun