Guaiacolate derivatives‐containing sodium complexes as catalysts for l‐lactide polymerization
In this study, guaiacolate derivatives‐containing tetranuclear sodium catalysts were synthesized, and their catalytic activity in l‐lactide (LA) polymerization was evaluated. Using LBF‐Na (sodium complex bearing 2,3‐dihydro‐2,2‐dimethyl‐7‐benzofuranolate) as a catalyst, the polymerization of LA was...
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Veröffentlicht in: | Applied organometallic chemistry 2023-02, Vol.37 (2), p.n/a |
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container_title | Applied organometallic chemistry |
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creator | Wu, Tzu‐Yi Lai, Feng‐Jie Lee, Wei Chang, Chun‐Juei Chang, Yu‐Lun Ding, Shangwu Chen, Hsuan‐Ying Chang, Yung‐Chi |
description | In this study, guaiacolate derivatives‐containing tetranuclear sodium catalysts were synthesized, and their catalytic activity in l‐lactide (LA) polymerization was evaluated. Using LBF‐Na (sodium complex bearing 2,3‐dihydro‐2,2‐dimethyl‐7‐benzofuranolate) as a catalyst, the polymerization of LA was studied in various solvents. LBF‐Na polymerized LA in dichloromethane, tetrahydrofuran, and toluene, and the catalytic activity of LBF‐Na was similar in these solvents. Among the sodium complexes, LOH‐Na (sodium complex bearing guaiacolate) exhibited higher catalytic activity (5 min, conversion = 93%; MnGPC = 7200) than the other tetranuclear sodium complexes. Furthermore, LOH‐Na exhibited an “immortal” property after 20 equivalents of benzyl alcohol loading during LA polymerization and good controllability in polylactide production. Thus, guaiacolate ligands increase the catalytic activity of sodium catalysts in LA polymerization in both coordinating and halogen‐containing solvents and under the condition of extra alcohol loading. |
doi_str_mv | 10.1002/aoc.6967 |
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Using LBF‐Na (sodium complex bearing 2,3‐dihydro‐2,2‐dimethyl‐7‐benzofuranolate) as a catalyst, the polymerization of LA was studied in various solvents. LBF‐Na polymerized LA in dichloromethane, tetrahydrofuran, and toluene, and the catalytic activity of LBF‐Na was similar in these solvents. Among the sodium complexes, LOH‐Na (sodium complex bearing guaiacolate) exhibited higher catalytic activity (5 min, conversion = 93%; MnGPC = 7200) than the other tetranuclear sodium complexes. Furthermore, LOH‐Na exhibited an “immortal” property after 20 equivalents of benzyl alcohol loading during LA polymerization and good controllability in polylactide production. Thus, guaiacolate ligands increase the catalytic activity of sodium catalysts in LA polymerization in both coordinating and halogen‐containing solvents and under the condition of extra alcohol loading.</description><identifier>ISSN: 0268-2605</identifier><identifier>EISSN: 1099-0739</identifier><identifier>DOI: 10.1002/aoc.6967</identifier><language>eng</language><publisher>Chichester: Wiley Subscription Services, Inc</publisher><subject>Benzyl alcohol ; Catalysts ; Catalytic activity ; Catalytic converters ; Chemical synthesis ; Chemistry ; Dichloromethane ; guaiacol ; lactide ; Polylactic acid ; Polymerization ; ring‐opening polymerization ; Sodium ; sodium complex ; Solvents ; Tetrahydrofuran ; Toluene</subject><ispartof>Applied organometallic chemistry, 2023-02, Vol.37 (2), p.n/a</ispartof><rights>2022 John Wiley & Sons, Ltd.</rights><rights>2023 John Wiley & Sons, Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2237-3fbe73f2f31aab7a6cf19d8f2af140805b329fd9784300e6a73084c4cc9484c83</citedby><cites>FETCH-LOGICAL-c2237-3fbe73f2f31aab7a6cf19d8f2af140805b329fd9784300e6a73084c4cc9484c83</cites><orcidid>0000-0002-5791-0879 ; 0000-0002-9642-7011 ; 0000-0001-9360-8100 ; 0000-0003-2183-4947 ; 0000-0002-2017-0993 ; 0000-0003-1424-3540 ; 0000-0001-5990-8986 ; 0000-0001-7085-5926</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Faoc.6967$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Faoc.6967$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Wu, Tzu‐Yi</creatorcontrib><creatorcontrib>Lai, Feng‐Jie</creatorcontrib><creatorcontrib>Lee, Wei</creatorcontrib><creatorcontrib>Chang, Chun‐Juei</creatorcontrib><creatorcontrib>Chang, Yu‐Lun</creatorcontrib><creatorcontrib>Ding, Shangwu</creatorcontrib><creatorcontrib>Chen, Hsuan‐Ying</creatorcontrib><creatorcontrib>Chang, Yung‐Chi</creatorcontrib><title>Guaiacolate derivatives‐containing sodium complexes as catalysts for l‐lactide polymerization</title><title>Applied organometallic chemistry</title><description>In this study, guaiacolate derivatives‐containing tetranuclear sodium catalysts were synthesized, and their catalytic activity in l‐lactide (LA) polymerization was evaluated. Using LBF‐Na (sodium complex bearing 2,3‐dihydro‐2,2‐dimethyl‐7‐benzofuranolate) as a catalyst, the polymerization of LA was studied in various solvents. LBF‐Na polymerized LA in dichloromethane, tetrahydrofuran, and toluene, and the catalytic activity of LBF‐Na was similar in these solvents. Among the sodium complexes, LOH‐Na (sodium complex bearing guaiacolate) exhibited higher catalytic activity (5 min, conversion = 93%; MnGPC = 7200) than the other tetranuclear sodium complexes. Furthermore, LOH‐Na exhibited an “immortal” property after 20 equivalents of benzyl alcohol loading during LA polymerization and good controllability in polylactide production. Thus, guaiacolate ligands increase the catalytic activity of sodium catalysts in LA polymerization in both coordinating and halogen‐containing solvents and under the condition of extra alcohol loading.</description><subject>Benzyl alcohol</subject><subject>Catalysts</subject><subject>Catalytic activity</subject><subject>Catalytic converters</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Dichloromethane</subject><subject>guaiacol</subject><subject>lactide</subject><subject>Polylactic acid</subject><subject>Polymerization</subject><subject>ring‐opening polymerization</subject><subject>Sodium</subject><subject>sodium complex</subject><subject>Solvents</subject><subject>Tetrahydrofuran</subject><subject>Toluene</subject><issn>0268-2605</issn><issn>1099-0739</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1kLFOwzAURS0EEqUg8QmRWFhSnu3UjseqgoKE1AXm6NWxkaskDnFSCBOfwDfyJbiUleku550nHUIuKcwoALtBr2dCCXlEJhSUSkFydUwmwESeMgHzU3IWwhYAlKDZhOBqQIfaV9ibpDSd22HvdiZ8f35p3_ToGte8JMGXbqgT7eu2Mu8mJBgSjT1WY-hDYn2XVPGgQt270iStr8Y6qj6iyjfn5MRiFczF307J893t0_I-fVyvHpaLx1QzxmXK7cZIbpnlFHEjUWhLVZlbhpZmkMN8w5mypZJ5xgGMQMkhz3Smtcri5nxKrg7etvOvgwl9sfVD18SXBZNCilzIuYrU9YHSnQ-hM7ZoO1djNxYUin3AIgYs9gEjmh7QN1eZ8V-uWKyXv_wPTwF1Xg</recordid><startdate>202302</startdate><enddate>202302</enddate><creator>Wu, Tzu‐Yi</creator><creator>Lai, Feng‐Jie</creator><creator>Lee, Wei</creator><creator>Chang, Chun‐Juei</creator><creator>Chang, Yu‐Lun</creator><creator>Ding, Shangwu</creator><creator>Chen, Hsuan‐Ying</creator><creator>Chang, Yung‐Chi</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0002-5791-0879</orcidid><orcidid>https://orcid.org/0000-0002-9642-7011</orcidid><orcidid>https://orcid.org/0000-0001-9360-8100</orcidid><orcidid>https://orcid.org/0000-0003-2183-4947</orcidid><orcidid>https://orcid.org/0000-0002-2017-0993</orcidid><orcidid>https://orcid.org/0000-0003-1424-3540</orcidid><orcidid>https://orcid.org/0000-0001-5990-8986</orcidid><orcidid>https://orcid.org/0000-0001-7085-5926</orcidid></search><sort><creationdate>202302</creationdate><title>Guaiacolate derivatives‐containing sodium complexes as catalysts for l‐lactide polymerization</title><author>Wu, Tzu‐Yi ; Lai, Feng‐Jie ; Lee, Wei ; Chang, Chun‐Juei ; Chang, Yu‐Lun ; Ding, Shangwu ; Chen, Hsuan‐Ying ; Chang, Yung‐Chi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2237-3fbe73f2f31aab7a6cf19d8f2af140805b329fd9784300e6a73084c4cc9484c83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Benzyl alcohol</topic><topic>Catalysts</topic><topic>Catalytic activity</topic><topic>Catalytic converters</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Dichloromethane</topic><topic>guaiacol</topic><topic>lactide</topic><topic>Polylactic acid</topic><topic>Polymerization</topic><topic>ring‐opening polymerization</topic><topic>Sodium</topic><topic>sodium complex</topic><topic>Solvents</topic><topic>Tetrahydrofuran</topic><topic>Toluene</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Tzu‐Yi</creatorcontrib><creatorcontrib>Lai, Feng‐Jie</creatorcontrib><creatorcontrib>Lee, Wei</creatorcontrib><creatorcontrib>Chang, Chun‐Juei</creatorcontrib><creatorcontrib>Chang, Yu‐Lun</creatorcontrib><creatorcontrib>Ding, Shangwu</creatorcontrib><creatorcontrib>Chen, Hsuan‐Ying</creatorcontrib><creatorcontrib>Chang, Yung‐Chi</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Applied organometallic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wu, Tzu‐Yi</au><au>Lai, Feng‐Jie</au><au>Lee, Wei</au><au>Chang, Chun‐Juei</au><au>Chang, Yu‐Lun</au><au>Ding, Shangwu</au><au>Chen, Hsuan‐Ying</au><au>Chang, Yung‐Chi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Guaiacolate derivatives‐containing sodium complexes as catalysts for l‐lactide polymerization</atitle><jtitle>Applied organometallic chemistry</jtitle><date>2023-02</date><risdate>2023</risdate><volume>37</volume><issue>2</issue><epage>n/a</epage><issn>0268-2605</issn><eissn>1099-0739</eissn><abstract>In this study, guaiacolate derivatives‐containing tetranuclear sodium catalysts were synthesized, and their catalytic activity in l‐lactide (LA) polymerization was evaluated. Using LBF‐Na (sodium complex bearing 2,3‐dihydro‐2,2‐dimethyl‐7‐benzofuranolate) as a catalyst, the polymerization of LA was studied in various solvents. LBF‐Na polymerized LA in dichloromethane, tetrahydrofuran, and toluene, and the catalytic activity of LBF‐Na was similar in these solvents. Among the sodium complexes, LOH‐Na (sodium complex bearing guaiacolate) exhibited higher catalytic activity (5 min, conversion = 93%; MnGPC = 7200) than the other tetranuclear sodium complexes. Furthermore, LOH‐Na exhibited an “immortal” property after 20 equivalents of benzyl alcohol loading during LA polymerization and good controllability in polylactide production. Thus, guaiacolate ligands increase the catalytic activity of sodium catalysts in LA polymerization in both coordinating and halogen‐containing solvents and under the condition of extra alcohol loading.</abstract><cop>Chichester</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/aoc.6967</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0002-5791-0879</orcidid><orcidid>https://orcid.org/0000-0002-9642-7011</orcidid><orcidid>https://orcid.org/0000-0001-9360-8100</orcidid><orcidid>https://orcid.org/0000-0003-2183-4947</orcidid><orcidid>https://orcid.org/0000-0002-2017-0993</orcidid><orcidid>https://orcid.org/0000-0003-1424-3540</orcidid><orcidid>https://orcid.org/0000-0001-5990-8986</orcidid><orcidid>https://orcid.org/0000-0001-7085-5926</orcidid></addata></record> |
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subjects | Benzyl alcohol Catalysts Catalytic activity Catalytic converters Chemical synthesis Chemistry Dichloromethane guaiacol lactide Polylactic acid Polymerization ring‐opening polymerization Sodium sodium complex Solvents Tetrahydrofuran Toluene |
title | Guaiacolate derivatives‐containing sodium complexes as catalysts for l‐lactide polymerization |
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