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Steric Hindrance of Methyl Group on the Reaction Pathway of Hydrodesulfurization in the Presence of Quinoline
Steric hindrance of methyl on reaction pathway of hydrodesulfurization in presence of quinoline was investigated over a NiMo/Al 2 O 3 catalyst at 4.0 MPa and 320 °C. The results show that steric hindrance of methyl changed the main pathway of HDS while presence of quinoline further exacerbated this...
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| Published in: | Catalysis letters 2021, Vol.151 (1), p.194-211 |
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| cites | cdi_FETCH-LOGICAL-c429t-8b8a01c26c93f1f780004b16f5f57e5002254a823ebc2ad839c6437e154fdbbc3 |
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| creator | Chen, Xilong Dong, Yanzeng Yu, Xiaohang Wang, Zhiheng Liu, Yanyan Liu, Jiankun Yao, Songdong |
| description | Steric hindrance of methyl on reaction pathway of hydrodesulfurization in presence of quinoline was investigated over a NiMo/Al
2
O
3
catalyst at 4.0 MPa and 320 °C. The results show that steric hindrance of methyl changed the main pathway of HDS while presence of quinoline further exacerbated this transformation. Changes in inhibitory factor curve show that quinoline poisoning on DBT HDS is a relatively mild. When adjacent methyl is present, even at low concentration, the inhibitory factor of quinoline on 4,6-DMDBT HDS is still greater than 85%. At high levels, the inhibitory factor of quinoline on DDS pathway even exceeds 99%. Quinoline poisons HYD pathway of DBT HDS to a stable level in a short time (30 to 60 min). However, after 6 h of reaction, HYD pathway yield of 4,6-DMDBT HDS is still increasing. Quinoline simultaneously poisons HYD and DDS pathways of 4,6-DMDBT HDS to a stable level within 120 min, and then DDS pathway will continue to be poisoned, thereby increasing HYD pathway yield. Regardless of presence of adjacent methyl in sulfur-containing molecules, an increase in quinoline concentration will lead to an increase in HYD/DDS pathway yield ratio. Addition of quinoline inhibits conversion of hydrogenated intermediates to DDS products by poisoning C–S bond dissociation center (such as CUS active site) and leads to formation of deep hydrogenated products.
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| doi_str_mv | 10.1007/s10562-020-03290-0 |
| format | article |
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2
O
3
catalyst at 4.0 MPa and 320 °C. The results show that steric hindrance of methyl changed the main pathway of HDS while presence of quinoline further exacerbated this transformation. Changes in inhibitory factor curve show that quinoline poisoning on DBT HDS is a relatively mild. When adjacent methyl is present, even at low concentration, the inhibitory factor of quinoline on 4,6-DMDBT HDS is still greater than 85%. At high levels, the inhibitory factor of quinoline on DDS pathway even exceeds 99%. Quinoline poisons HYD pathway of DBT HDS to a stable level in a short time (30 to 60 min). However, after 6 h of reaction, HYD pathway yield of 4,6-DMDBT HDS is still increasing. Quinoline simultaneously poisons HYD and DDS pathways of 4,6-DMDBT HDS to a stable level within 120 min, and then DDS pathway will continue to be poisoned, thereby increasing HYD pathway yield. Regardless of presence of adjacent methyl in sulfur-containing molecules, an increase in quinoline concentration will lead to an increase in HYD/DDS pathway yield ratio. Addition of quinoline inhibits conversion of hydrogenated intermediates to DDS products by poisoning C–S bond dissociation center (such as CUS active site) and leads to formation of deep hydrogenated products.
Graphic Abstract</description><identifier>ISSN: 1011-372X</identifier><identifier>EISSN: 1572-879X</identifier><identifier>DOI: 10.1007/s10562-020-03290-0</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Alkaloids ; Aluminum oxide ; Catalysis ; Chemistry ; Chemistry and Materials Science ; Hydrodesulfurization ; Hydrogen sulfide ; Hydrogenation ; Industrial Chemistry/Chemical Engineering ; Organometallic Chemistry ; Physical Chemistry ; Poisoning ; Poisons ; Quinoline ; Steric hindrance</subject><ispartof>Catalysis letters, 2021, Vol.151 (1), p.194-211</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2020</rights><rights>COPYRIGHT 2021 Springer</rights><rights>Springer Science+Business Media, LLC, part of Springer Nature 2020.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c429t-8b8a01c26c93f1f780004b16f5f57e5002254a823ebc2ad839c6437e154fdbbc3</citedby><cites>FETCH-LOGICAL-c429t-8b8a01c26c93f1f780004b16f5f57e5002254a823ebc2ad839c6437e154fdbbc3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Chen, Xilong</creatorcontrib><creatorcontrib>Dong, Yanzeng</creatorcontrib><creatorcontrib>Yu, Xiaohang</creatorcontrib><creatorcontrib>Wang, Zhiheng</creatorcontrib><creatorcontrib>Liu, Yanyan</creatorcontrib><creatorcontrib>Liu, Jiankun</creatorcontrib><creatorcontrib>Yao, Songdong</creatorcontrib><title>Steric Hindrance of Methyl Group on the Reaction Pathway of Hydrodesulfurization in the Presence of Quinoline</title><title>Catalysis letters</title><addtitle>Catal Lett</addtitle><description>Steric hindrance of methyl on reaction pathway of hydrodesulfurization in presence of quinoline was investigated over a NiMo/Al
2
O
3
catalyst at 4.0 MPa and 320 °C. The results show that steric hindrance of methyl changed the main pathway of HDS while presence of quinoline further exacerbated this transformation. Changes in inhibitory factor curve show that quinoline poisoning on DBT HDS is a relatively mild. When adjacent methyl is present, even at low concentration, the inhibitory factor of quinoline on 4,6-DMDBT HDS is still greater than 85%. At high levels, the inhibitory factor of quinoline on DDS pathway even exceeds 99%. Quinoline poisons HYD pathway of DBT HDS to a stable level in a short time (30 to 60 min). However, after 6 h of reaction, HYD pathway yield of 4,6-DMDBT HDS is still increasing. Quinoline simultaneously poisons HYD and DDS pathways of 4,6-DMDBT HDS to a stable level within 120 min, and then DDS pathway will continue to be poisoned, thereby increasing HYD pathway yield. Regardless of presence of adjacent methyl in sulfur-containing molecules, an increase in quinoline concentration will lead to an increase in HYD/DDS pathway yield ratio. Addition of quinoline inhibits conversion of hydrogenated intermediates to DDS products by poisoning C–S bond dissociation center (such as CUS active site) and leads to formation of deep hydrogenated products.
Graphic Abstract</description><subject>Alkaloids</subject><subject>Aluminum oxide</subject><subject>Catalysis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Hydrodesulfurization</subject><subject>Hydrogen sulfide</subject><subject>Hydrogenation</subject><subject>Industrial Chemistry/Chemical Engineering</subject><subject>Organometallic Chemistry</subject><subject>Physical Chemistry</subject><subject>Poisoning</subject><subject>Poisons</subject><subject>Quinoline</subject><subject>Steric hindrance</subject><issn>1011-372X</issn><issn>1572-879X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kcFq3DAQhkVpoem2L9CToacenI4ky7KPIbTZQELSpIXchCyPdhW80laSSbdPXyUOlFyKYDSa-f7RwE_IRwrHFEB-SRREy2pgUANnfYmvyBEVktWd7O9elxworblkd2_Ju5TuAaCXtD8iu9uM0Zlq7fwYtTdYBVtdYt4epuoshnlfBV_lLVY3qE125XGt8_ZBHx659WGMYcQ0T3aO7o9-6ruFv46Y8Hne99n5MDmP78kbq6eEH57vFfn57euP03V9cXV2fnpyUZuG9bnuhk4DNaw1PbfUyq6s2wy0tcIKiQKAMdHojnEcDNNjx3vTNlwiFY0dh8HwFfm0zN3H8GvGlNV9mKMvXyrWyK6VFDgt1PFCbfSEynkbctSmnBF3zgSP1pX6SSugF40AVgSfXwgKk_F33ug5JXV-e_OSZQtrYkgpolX76HY6HhQF9eiZWjxTxTP15FmJK8IXUSqw32D8t_d_VH8BFwiY5Q</recordid><startdate>2021</startdate><enddate>2021</enddate><creator>Chen, Xilong</creator><creator>Dong, Yanzeng</creator><creator>Yu, Xiaohang</creator><creator>Wang, Zhiheng</creator><creator>Liu, Yanyan</creator><creator>Liu, Jiankun</creator><creator>Yao, Songdong</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope><scope>8FE</scope><scope>8FG</scope><scope>ABJCF</scope><scope>AFKRA</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope></search><sort><creationdate>2021</creationdate><title>Steric Hindrance of Methyl Group on the Reaction Pathway of Hydrodesulfurization in the Presence of Quinoline</title><author>Chen, Xilong ; Dong, Yanzeng ; Yu, Xiaohang ; Wang, Zhiheng ; Liu, Yanyan ; Liu, Jiankun ; Yao, Songdong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c429t-8b8a01c26c93f1f780004b16f5f57e5002254a823ebc2ad839c6437e154fdbbc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Alkaloids</topic><topic>Aluminum oxide</topic><topic>Catalysis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Hydrodesulfurization</topic><topic>Hydrogen sulfide</topic><topic>Hydrogenation</topic><topic>Industrial Chemistry/Chemical Engineering</topic><topic>Organometallic Chemistry</topic><topic>Physical Chemistry</topic><topic>Poisoning</topic><topic>Poisons</topic><topic>Quinoline</topic><topic>Steric hindrance</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Xilong</creatorcontrib><creatorcontrib>Dong, Yanzeng</creatorcontrib><creatorcontrib>Yu, Xiaohang</creatorcontrib><creatorcontrib>Wang, Zhiheng</creatorcontrib><creatorcontrib>Liu, Yanyan</creatorcontrib><creatorcontrib>Liu, Jiankun</creatorcontrib><creatorcontrib>Yao, Songdong</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Science</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><jtitle>Catalysis letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Xilong</au><au>Dong, Yanzeng</au><au>Yu, Xiaohang</au><au>Wang, Zhiheng</au><au>Liu, Yanyan</au><au>Liu, Jiankun</au><au>Yao, Songdong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Steric Hindrance of Methyl Group on the Reaction Pathway of Hydrodesulfurization in the Presence of Quinoline</atitle><jtitle>Catalysis letters</jtitle><stitle>Catal Lett</stitle><date>2021</date><risdate>2021</risdate><volume>151</volume><issue>1</issue><spage>194</spage><epage>211</epage><pages>194-211</pages><issn>1011-372X</issn><eissn>1572-879X</eissn><abstract>Steric hindrance of methyl on reaction pathway of hydrodesulfurization in presence of quinoline was investigated over a NiMo/Al
2
O
3
catalyst at 4.0 MPa and 320 °C. The results show that steric hindrance of methyl changed the main pathway of HDS while presence of quinoline further exacerbated this transformation. Changes in inhibitory factor curve show that quinoline poisoning on DBT HDS is a relatively mild. When adjacent methyl is present, even at low concentration, the inhibitory factor of quinoline on 4,6-DMDBT HDS is still greater than 85%. At high levels, the inhibitory factor of quinoline on DDS pathway even exceeds 99%. Quinoline poisons HYD pathway of DBT HDS to a stable level in a short time (30 to 60 min). However, after 6 h of reaction, HYD pathway yield of 4,6-DMDBT HDS is still increasing. Quinoline simultaneously poisons HYD and DDS pathways of 4,6-DMDBT HDS to a stable level within 120 min, and then DDS pathway will continue to be poisoned, thereby increasing HYD pathway yield. Regardless of presence of adjacent methyl in sulfur-containing molecules, an increase in quinoline concentration will lead to an increase in HYD/DDS pathway yield ratio. Addition of quinoline inhibits conversion of hydrogenated intermediates to DDS products by poisoning C–S bond dissociation center (such as CUS active site) and leads to formation of deep hydrogenated products.
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| language | eng |
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| subjects | Alkaloids Aluminum oxide Catalysis Chemistry Chemistry and Materials Science Hydrodesulfurization Hydrogen sulfide Hydrogenation Industrial Chemistry/Chemical Engineering Organometallic Chemistry Physical Chemistry Poisoning Poisons Quinoline Steric hindrance |
| title | Steric Hindrance of Methyl Group on the Reaction Pathway of Hydrodesulfurization in the Presence of Quinoline |
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