Abstract: A transalkylation process co-feeds benzene at a relatively high proportion with C9+ aromatics in a feed stream to a transalkylation reactor. At lower proportions (?5 wt %) of benzene, ring loss is greater for benzene than toluene and ring loss is increased by increasing the proportion of benzene in the feed stream. When the benzene is co-fed in a proportion sufficiently greater than 5 weight percent of the feed stream, ring loss is unexpectedly reduced.
Type:
Grant
Filed:
August 12, 2020
Date of Patent:
September 19, 2023
Assignee:
ExxonMobil Chemical Patents Inc.
Inventors:
Paul Podsiadlo, Jeffrey L. Andrews, Michel Molinier
Abstract: The present disclosure provides processes to convert paraffins to corresponding olefins and or heavier hydrocarbons. In at least one embodiment, a process includes introducing, at a temperature of from about 50° C. to about 500° C., a hydrocarbon feed comprising paraffins to a first metal oxide comprising one or more group 1 to group 17 metal and one or more oxygen. The process includes obtaining a product mixture comprising one or more C3-C50 cyclic olefins, one or more C2-C50 acyclic olefins, one or more C5-C200 hydrocarbons, such as one or more C5-C100 hydrocarbons, or a mixture thereof. In at least one embodiment, the product mixture is substantially free of H2 (e.g., <500 ppm). The introducing can reduce the first metal oxide to form a second metal oxide. Processes may include introducing the second metal oxide to an oxidizing agent to form the first metal oxide.
Type:
Grant
Filed:
November 25, 2019
Date of Patent:
September 5, 2023
Assignee:
EXXONMOBIL TECHNOLOGY AND ENGINEERING COMPANY
Abstract: Bulk catalysts comprised of nickel, molybdenum, tungsten and titanium and methods for synthesizing bulk catalysts are provided. The catalysts are useful for hydroprocessing, particularly hydrodesulfurization and hydrodenitrogenation, of hydrocarbon feedstocks.
Type:
Grant
Filed:
March 3, 2021
Date of Patent:
August 22, 2023
Assignee:
Chevron U.S.A. Inc.
Inventors:
Xiaoying Ouyang, Viorel Duma, Alexander Kuperman, Ibrahim Uckung, Theodorus Ludovicus Michael Maesen, Axel Brait, Charles Wilson
Abstract: Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.
Type:
Grant
Filed:
July 27, 2022
Date of Patent:
August 22, 2023
Inventors:
Steven M. Bischof, Jeffery C. Gee, James Hillier, Kamaljeet Kaur, Ronald C. Smith, Darin B. Tiedtke, Mark L. Hlavinka
Abstract: According to one or more embodiments described herein, a method for dehydrogenating hydrocarbons may include passing a hydrocarbon feed comprising one or more alkanes or alkyl aromatics into a fluidized bed reactor, contacting the hydrocarbon feed with a dehydrogenation catalyst in the fluidized bed reactor to produce a dehydrogenated product and hydrogen, and contacting the hydrogen with an oxygen-rich oxygen carrier material in the fluidized bed reactor to combust the hydrogen and form an oxygen-diminished oxygen carrier material. In additional embodiments, a dual-purpose material may be utilized which has dehydrogenation catalyst and oxygen carrying functionality.
Type:
Grant
Filed:
August 27, 2019
Date of Patent:
August 15, 2023
Assignee:
Dow Global Technologies LLC
Inventors:
Kevin Blann, Alexey Kirilin, Andrzej Malek, Victor Sussman, Matthew T. Pretz, Brien A. Stears, Barry B. Fish, Eric E. Stangland, Brian W. Goodfellow, Manish Sharma
Abstract: A system and method for renewable diesel synthesis utilizes a triglyceride feedstock derived from biological sources. The first step involves hydrolysis of the triglycerides into an intermediate feedstock comprising a mixture of free fatty acids and glycerol (separated from the FFA by decantation and then distilled). The FFA is then further processed in a distillation step to produce a stream free of catalyst poisons and utilized as feedstock for hydrotreatment in a renewable diesel production process. By converting the initial triglyceride feedstock to an FFA feedstock, the need to hydrotreat at typical high temperature that promote the decarboxylation reaction is obviated, thereby reducing the production of CO2, generating a significantly higher proportion of saturated, long chain C14, C16 or C18 hydrocarbons (as opposed to short-chain carbons such as propane), and the more valuable glycerol product is secured.
Type:
Grant
Filed:
December 21, 2021
Date of Patent:
August 8, 2023
Assignee:
Green Carbon Development, LLC
Inventors:
Thomas Bass, James Rolston, Terry Sparkman
Abstract: The present disclosure relates to gallium-based dehydrogenation catalysts that further include additional metal components, and to methods for dehydrogenating hydrocarbons using such catalysts. One aspect of the disclosure provides a calcined dehydrogenation catalyst that includes a gallium species, a cerium species, a platinum promoter, and a silica-alumina support. Optionally, the composition can include a promoter selected from the alkali metals and alkaline earth metals.
Abstract: Disclosed herein are a dehydrogenation catalyst having single-atom cobalt loaded onto a silica support that has undergone pretreatment including a thermal treatment and a high-temperature aqueous treatment (reaction), a preparation method therefor, and a method for producing olefins by dehydrogenating corresponding paraffins, particularly light paraffins in the presence of the dehydrogenation catalyst.
Type:
Grant
Filed:
June 25, 2021
Date of Patent:
July 18, 2023
Assignee:
SK Innovation Co., Ltd.
Inventors:
Young Eun Cheon, Hee Soo Kim, Dong Min Yun, Ho Won Lee, Ju Hwan Im
Abstract: A synthesis method and a synthesis device of cyclododecene according to the present invention have a high conversion rate of cyclododecatriene which is a reactant and a high selectivity of cyclododecene which is a required product, and even so, have an effect of significantly decreasing a reaction time. In addition, the method and the device have an excellent conversion rate of cyclododecatriene and an excellent selectivity of cyclododecene, while maintaining excellent reactivity without an organic solvent such as ethanol. Therefore, a volume of the reactor relative to an output of cyclododecene may be further decreased. Moreover, the method and the device may minimize costs for facilities and process, are practical, decrease a process time, and are industrially advantageous for mass production as compared with the conventional art.
Type:
Grant
Filed:
October 4, 2019
Date of Patent:
July 4, 2023
Assignee:
HANWHA SOLUTIONS
CORPORATION
Inventors:
Youngjin Kim, Namjin Jang, Kyuho Song, Wook Jeong
Abstract: A composite media for non-oxidative C2H6 dehydrogenation comprises an aluminosilicate zeolite matrix, and an EDH catalyst on one or more of an external surface of the aluminosilicate zeolite matrix and internal surfaces within pores of the aluminosilicate zeolite matrix. The EDH catalyst comprises one or more of Fe, Zn, Pt, Ga, alloys thereof, and oxides thereof. A C2H6 activation system, and a method of processing a C2H6-containing stream are also described.
Type:
Grant
Filed:
July 15, 2019
Date of Patent:
June 27, 2023
Assignee:
Battelle Energy Ailiance, LLC
Inventors:
Lucun Wang, Dong Ding, Yunya Zhang, Ting He
Abstract: Provided is a method for producing (alkyl)arene compounds represented by Formulae 3-1, 3-2, and 3-3 by the Friedel-Crafts alkylation reaction of alkyl halide compounds and arene compounds using organic phosphine compounds as a catalyst.
Type:
Grant
Filed:
December 7, 2020
Date of Patent:
June 27, 2023
Assignee:
JSI SILICONE CO.
Inventors:
Il Nam Jung, A Ra Cho, Seung Hwan Kang, Young Min Kim
Abstract: Disclosed are a catalyst for oxidative coupling reaction of methane, a method for preparing the same, and a method for oxidative coupling reaction of methane using the same. The catalyst includes a mixed metal oxide, which is a mixed oxide of metals including sodium (Na), tungsten (W), manganese (Mn), barium (Ba) and titanium (Ti). It is possible to obtain paraffins, such as ethane and propane, and olefins, such as ethylene and propylene, with high efficiency through the method for oxidative coupling reaction of methane using the catalyst.
Type:
Grant
Filed:
December 17, 2021
Date of Patent:
June 13, 2023
Assignee:
KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY
Inventors:
Jeong-Myeong Ha, Lien Thi Do, Jae Wook Choi, Dong Jin Suh, Young Hyun Yoon, Gi Seok Yang, Hyun Joo Lee
Abstract: Methods of forming arenes, including asymmetrical arenes, such as asymmetrical pyrene derivatives. Substituents of starting materials may be selected to direct a photochemical cascade and possibly a 1,2-aryl shift. The methods may include a Mallory cyclization, which is controlled, at least in part, by substituents of the starting materials. Compounds and compositions including asymmetrical arenes.
Type:
Grant
Filed:
September 6, 2022
Date of Patent:
June 6, 2023
Assignee:
The Florida State University Research Foundation, Inc.
Inventors:
Nikolas Ramos Dos Santos, Igor Alabugin, Alexandria Palazzo
Abstract: A device and a process to propagate molecular growth of hydrocarbons, either straight or branched chain structures, that naturally occur in the gas phase of a first gas to gas phase molecules of a second gas having higher molecular chain lengths than the hydrocarbons of the first gas. According to one embodiment, the device includes a grounded reactor vessel having a gas inlet, a product outlet, and an electrode within the vessel; a power supply coupled to the electrode for creating an electrostatic field within the vessel for converting the first gas to a second gas.
Abstract: A process and catalyst are provided for the non-oxidative dehydrogenation of propane for the production of propylene as petrochemical building blocks. The process provides a direct single-step gas-phase dehydration of propane mixed with nitrogen in the presence and absence of steam/hydrogen over supported bimetallic alumina-silicates zeolites. The catalyst contains no precious metal entities and may contain one metal from group VIB in combination with another metal from group IIIA or IVA supported on FAU, MFI, KFI, BEA type alumina-silicates zeolites. The process provides a propane conversion of 18% to 52% with a propylene yield of 10% to 25%.
Type:
Grant
Filed:
July 1, 2021
Date of Patent:
May 23, 2023
Assignee:
Council of Scientific & Industrial Research
Inventors:
Bipul Sarkar, Ankit Agrawal, Om Vir Singh, Indrajit Kumar Ghosh, Shailendra Tripathi, Sanat Kumar, Anjan Ray
Abstract: In accordance with one or more embodiments of the present disclosure, a method for producing aromatic compounds from pyrolysis gasoline includes hydrotreating a stream comprising the pyrolysis gasoline, thereby producing a hydrotreated pyrolysis gasoline stream comprising paraffins; aromatizing the hydrotreated pyrolysis gasoline stream comprising paraffins, thereby producing a stream comprising benzene-toluene-xylenes (BTX); and processing the stream comprising BTX in an aromatics recovery complex, thereby producing the aromatic compounds from the pyrolysis gasoline.
Abstract: Disclosed are a bifunctional catalyst and a preparation method therefor, the bifunctional catalyst being suitable to produce high-value aromatic hydrocarbons by subjecting alkylaromatic hydrocarbons to a disproportionation/transalkylation/dealkylation reaction while suppressing aromatic loss or subjecting C8 aromatic hydrocarbons to an isomerization reaction while suppressing xylene loss.
Type:
Grant
Filed:
March 31, 2022
Date of Patent:
May 16, 2023
Assignee:
SK Innovation Co., Ltd.
Inventors:
Sang Il Lee, Ji Hoon Lee, Young Eun Cheon
Abstract: A process for the purification of isobutene from a C4 stream with at least 1-butene, 2-butene, isobutane and isobutene includes isomerizing 1-butene from a stream of material which is concentrated in isobutane and isobutene obtained from the C4 stream into 2-butene, using a catalyst in an isomerization reactor; supplying a product stream from the isomerization reactor to a rectification column; and providing a stream of material which is concentrated in isobutene. A processing facility is utilized for the purification of isobutene from the C4 stream.
Type:
Grant
Filed:
August 2, 2019
Date of Patent:
May 16, 2023
Assignees:
OMV DOWNSTREAM GMBH, BASF SE
Inventors:
Suman Thotla, Pawel Tadeusz Czajka, Stefan Manfred Iselborn, Kai-Uwe Wemhöner, Jürgen Popp
Abstract: The present disclosure relates to methods for producing renewable base oil and other valuable renewable fuel components from a feedstock of biological origin comprising free fatty acids and glycerides. The feedstock is first separated to two or more effluent streams containing a fatty acid fraction and glyceride fraction. The glycerides are hydrolyzed to free fatty acids and glycerol, and the fatty acids thus obtained are recycled to the separating. The fatty acids are then converted to the base oil by ketonisation, hydrodeoxygenation and hydroisomerisation. The glycerol is converted to propanols by selective hydrogenolysis.
Type:
Grant
Filed:
December 20, 2019
Date of Patent:
May 9, 2023
Assignee:
NESTE OYJ
Inventors:
Jukka Myllyoja, Jaana Kanervo, Jaana Makkonen, Marja Tiitta