Torsional Strain Enabled Ring‐Opening Polymerization towards Axially Chiral Semiaromatic Polyesters with Chemical Recyclability
The development of new chemically recyclable polymers via monomer design would provide a transformative strategy to address the energy crisis and plastic pollution problem. Biaryl‐fused cyclic esters were targeted to generate axially chiral polymers, which would impart new material performance. To o...
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creator | Cao, Qing Tu, Yi‐Min Fan, Hua‐Zhong Shan, Si‐Yi Cai, Zhongzheng Zhu, Jian‐Bo |
description | The development of new chemically recyclable polymers via monomer design would provide a transformative strategy to address the energy crisis and plastic pollution problem. Biaryl‐fused cyclic esters were targeted to generate axially chiral polymers, which would impart new material performance. To overcome the non‐polymerizability of the biaryl‐fused monomer DBO, a cyclic ester Me‐DBO installed with dimethyl substitution was prepared to enable its polymerizability via enhancing torsional strain. Impressively, Me‐DBO readily went through well‐controlled ring‐opening polymerization, producing polymer P(Me‐DBO) with high glass transition temperature (Tg >100 °C). Intriguingly, mixing these complementary enantiopure polymers containing axial chirality promoted a transformation from amorphous to crystalline material, affording a semicrystalline stereocomplex with a melting transition temperature more than 300 °C. P(Me‐DBO) were capable of depolymerizing back to Me‐DBO in high efficiency, highlighting an excellent recyclability.
To overcome the non‐polymerizability of the biaryl‐fused monomer DBO, a cyclic ester Me‐DBO installed with dimethyl substitution was prepared to enable its polymerizability via enhancing torsional strain while preserving an excellent recyclability. Remarkably, mixing these complementary enantiopure polymers containing axial chirality promoted a transformation from amorphous to crystalline material. |
doi_str_mv | 10.1002/anie.202400196 |
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To overcome the non‐polymerizability of the biaryl‐fused monomer DBO, a cyclic ester Me‐DBO installed with dimethyl substitution was prepared to enable its polymerizability via enhancing torsional strain while preserving an excellent recyclability. Remarkably, mixing these complementary enantiopure polymers containing axial chirality promoted a transformation from amorphous to crystalline material.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.202400196</identifier><identifier>PMID: 38356038</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Amorphous materials ; Axial chirality ; Chemical recyclability ; Chirality ; Depolymerization ; Esters ; Glass transition temperature ; Monomers ; Plastic pollution ; Polyester resins ; Polyesters ; Polymerization ; Polymers ; Recyclability ; Ring opening polymerization ; Torsional strain ; Transition temperatures</subject><ispartof>Angewandte Chemie International Edition, 2024-03, Vol.63 (13), p.e202400196-n/a</ispartof><rights>2024 Wiley‐VCH GmbH</rights><rights>2024 Wiley-VCH GmbH.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3736-d510ed7636b19940a73d20ddec226085022e343eb8f95c2989e9fbbcc70dc0483</citedby><cites>FETCH-LOGICAL-c3736-d510ed7636b19940a73d20ddec226085022e343eb8f95c2989e9fbbcc70dc0483</cites><orcidid>0000-0002-7062-6733</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%2Fanie.202400196$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.202400196$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38356038$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Cao, Qing</creatorcontrib><creatorcontrib>Tu, Yi‐Min</creatorcontrib><creatorcontrib>Fan, Hua‐Zhong</creatorcontrib><creatorcontrib>Shan, Si‐Yi</creatorcontrib><creatorcontrib>Cai, Zhongzheng</creatorcontrib><creatorcontrib>Zhu, Jian‐Bo</creatorcontrib><title>Torsional Strain Enabled Ring‐Opening Polymerization towards Axially Chiral Semiaromatic Polyesters with Chemical Recyclability</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>The development of new chemically recyclable polymers via monomer design would provide a transformative strategy to address the energy crisis and plastic pollution problem. Biaryl‐fused cyclic esters were targeted to generate axially chiral polymers, which would impart new material performance. To overcome the non‐polymerizability of the biaryl‐fused monomer DBO, a cyclic ester Me‐DBO installed with dimethyl substitution was prepared to enable its polymerizability via enhancing torsional strain. Impressively, Me‐DBO readily went through well‐controlled ring‐opening polymerization, producing polymer P(Me‐DBO) with high glass transition temperature (Tg >100 °C). Intriguingly, mixing these complementary enantiopure polymers containing axial chirality promoted a transformation from amorphous to crystalline material, affording a semicrystalline stereocomplex with a melting transition temperature more than 300 °C. P(Me‐DBO) were capable of depolymerizing back to Me‐DBO in high efficiency, highlighting an excellent recyclability.
To overcome the non‐polymerizability of the biaryl‐fused monomer DBO, a cyclic ester Me‐DBO installed with dimethyl substitution was prepared to enable its polymerizability via enhancing torsional strain while preserving an excellent recyclability. Remarkably, mixing these complementary enantiopure polymers containing axial chirality promoted a transformation from amorphous to crystalline material.</description><subject>Amorphous materials</subject><subject>Axial chirality</subject><subject>Chemical recyclability</subject><subject>Chirality</subject><subject>Depolymerization</subject><subject>Esters</subject><subject>Glass transition temperature</subject><subject>Monomers</subject><subject>Plastic pollution</subject><subject>Polyester resins</subject><subject>Polyesters</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Recyclability</subject><subject>Ring opening polymerization</subject><subject>Torsional strain</subject><subject>Transition temperatures</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqF0ctO3DAUBmALteJWtiyrSN10k6kviS_L0WgKSKhUQNeRY58BIyee2hkNYQVv0Gfsk9TTASp1w8pH8nd-Wf4ROiZ4QjCmX3TvYEIxrTAmiu-gfVJTUjIh2Ls8V4yVQtZkDx2kdJe9lJjvoj0mWc0xk_vo6TrE5EKvfXE1RO36Yt7r1oMtLl1_8_vx18US-jwV34MfO4juQQ-ZF0NY62hTMb132vuxmN26uMmAzukYuozM3xVIA8RUrN1wm02-NVldghmN163zbhg_oPcL7RMcPZ-H6MfX-fXstDy_ODmbTc9LwwTjpa0JBis44y1RqsJaMEuxtWAo5VjWmFJgFYNWLlRtqJIK1KJtjRHYGlxJdog-b3OXMfxc5Xc1nUsGvNc9hFVqqKKCYiVUlemn_-hdWMX8RxtVS8LritOsJltlYkgpwqJZRtfpODYEN5tymk05zWs5eeHjc-yq7cC-8pc2MlBbsHYexjfimum3s_m_8D_U8J4i</recordid><startdate>20240322</startdate><enddate>20240322</enddate><creator>Cao, Qing</creator><creator>Tu, Yi‐Min</creator><creator>Fan, Hua‐Zhong</creator><creator>Shan, Si‐Yi</creator><creator>Cai, Zhongzheng</creator><creator>Zhu, Jian‐Bo</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7062-6733</orcidid></search><sort><creationdate>20240322</creationdate><title>Torsional Strain Enabled Ring‐Opening Polymerization towards Axially Chiral Semiaromatic Polyesters with Chemical Recyclability</title><author>Cao, Qing ; Tu, Yi‐Min ; Fan, Hua‐Zhong ; Shan, Si‐Yi ; Cai, Zhongzheng ; Zhu, Jian‐Bo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3736-d510ed7636b19940a73d20ddec226085022e343eb8f95c2989e9fbbcc70dc0483</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Amorphous materials</topic><topic>Axial chirality</topic><topic>Chemical recyclability</topic><topic>Chirality</topic><topic>Depolymerization</topic><topic>Esters</topic><topic>Glass transition temperature</topic><topic>Monomers</topic><topic>Plastic pollution</topic><topic>Polyester resins</topic><topic>Polyesters</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>Recyclability</topic><topic>Ring opening polymerization</topic><topic>Torsional strain</topic><topic>Transition temperatures</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Cao, Qing</creatorcontrib><creatorcontrib>Tu, Yi‐Min</creatorcontrib><creatorcontrib>Fan, Hua‐Zhong</creatorcontrib><creatorcontrib>Shan, Si‐Yi</creatorcontrib><creatorcontrib>Cai, Zhongzheng</creatorcontrib><creatorcontrib>Zhu, Jian‐Bo</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Cao, Qing</au><au>Tu, Yi‐Min</au><au>Fan, Hua‐Zhong</au><au>Shan, Si‐Yi</au><au>Cai, Zhongzheng</au><au>Zhu, Jian‐Bo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Torsional Strain Enabled Ring‐Opening Polymerization towards Axially Chiral Semiaromatic Polyesters with Chemical Recyclability</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2024-03-22</date><risdate>2024</risdate><volume>63</volume><issue>13</issue><spage>e202400196</spage><epage>n/a</epage><pages>e202400196-n/a</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>The development of new chemically recyclable polymers via monomer design would provide a transformative strategy to address the energy crisis and plastic pollution problem. Biaryl‐fused cyclic esters were targeted to generate axially chiral polymers, which would impart new material performance. To overcome the non‐polymerizability of the biaryl‐fused monomer DBO, a cyclic ester Me‐DBO installed with dimethyl substitution was prepared to enable its polymerizability via enhancing torsional strain. Impressively, Me‐DBO readily went through well‐controlled ring‐opening polymerization, producing polymer P(Me‐DBO) with high glass transition temperature (Tg >100 °C). Intriguingly, mixing these complementary enantiopure polymers containing axial chirality promoted a transformation from amorphous to crystalline material, affording a semicrystalline stereocomplex with a melting transition temperature more than 300 °C. P(Me‐DBO) were capable of depolymerizing back to Me‐DBO in high efficiency, highlighting an excellent recyclability.
To overcome the non‐polymerizability of the biaryl‐fused monomer DBO, a cyclic ester Me‐DBO installed with dimethyl substitution was prepared to enable its polymerizability via enhancing torsional strain while preserving an excellent recyclability. Remarkably, mixing these complementary enantiopure polymers containing axial chirality promoted a transformation from amorphous to crystalline material.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>38356038</pmid><doi>10.1002/anie.202400196</doi><tpages>6</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0002-7062-6733</orcidid></addata></record> |
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subjects | Amorphous materials Axial chirality Chemical recyclability Chirality Depolymerization Esters Glass transition temperature Monomers Plastic pollution Polyester resins Polyesters Polymerization Polymers Recyclability Ring opening polymerization Torsional strain Transition temperatures |
title | Torsional Strain Enabled Ring‐Opening Polymerization towards Axially Chiral Semiaromatic Polyesters with Chemical Recyclability |
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