Hydrogen‐Bonded Supramolecular Polymer Adhesives: Straightforward Synthesis and Strong Substrate Interaction
High‐performance adhesives are of great interest in view of industrial demand. We herein identify a straightforward synthetic strategy towards universal hydrogen‐bonded (H‐bonded) polymeric adhesives, using a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized copolymer. Starting from...
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| Veröffentlicht in: | Angewandte Chemie 2022-07, Vol.134 (27), p.n/a |
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| creator | Chen, Senbin Li, Zeke Wu, Yanggui Mahmood, Nasir Lortie, Frédéric Bernard, Julien Binder, Wolfgang H. Zhu, Jintao |
| description | High‐performance adhesives are of great interest in view of industrial demand. We herein identify a straightforward synthetic strategy towards universal hydrogen‐bonded (H‐bonded) polymeric adhesives, using a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized copolymer. Starting from a rubbery copolymer containing thiolactone derivatives, Ba and HW moieties are tethered as pendant groups via an efficient one‐pot two‐step amine‐thiol‐bromo conjugation. Hetero‐complementary Ba/HW interactions thus yield H‐bonded supramolecular polymeric networks. In addition to an enhanced polymeric network integrity induced by specific Ba/HW association, the presence of individual Ba or HW moieties enables strong binding to a range of substrates, outstanding compared to commercial glues and reported adhesives.
A straightforward synthetic strategy towards strong supramolecular adhesives is reported, based on a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized polymer. Specific Ba/HW interactions serve as cohesive domains to maintain polymeric network integrity, while molecular configuration of individual Ba or HW moieties linked onto substrates via diverse H‐bonding interactions, form adhesive domains and endow strong adherence. |
| doi_str_mv | 10.1002/ange.202203876 |
| format | Article |
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A straightforward synthetic strategy towards strong supramolecular adhesives is reported, based on a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized polymer. Specific Ba/HW interactions serve as cohesive domains to maintain polymeric network integrity, while molecular configuration of individual Ba or HW moieties linked onto substrates via diverse H‐bonding interactions, form adhesive domains and endow strong adherence.</description><identifier>ISSN: 0044-8249</identifier><identifier>EISSN: 1521-3757</identifier><identifier>DOI: 10.1002/ange.202203876</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Addition polymerization ; Adhesive bonding ; Adhesives ; Amine-Thiol-Bromo Conjugation ; Bonding strength ; Chemical synthesis ; Chemistry ; Conjugation ; Copolymers ; Glues ; Hydrogen Bonds ; Polymers ; Self-Assembly ; Substrates ; Supramolecular Polymeric Adhesives ; Supramolecular polymers ; Thiolactone</subject><ispartof>Angewandte Chemie, 2022-07, Vol.134 (27), p.n/a</ispartof><rights>2022 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2026-edd90bf63d0ad267870d4797d73d118c0b938ab1595ab11b518d8e802b32f793</citedby><cites>FETCH-LOGICAL-c2026-edd90bf63d0ad267870d4797d73d118c0b938ab1595ab11b518d8e802b32f793</cites><orcidid>0000-0001-5599-6819</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%2Fange.202203876$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fange.202203876$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,782,786,1419,27931,27932,45581,45582</link.rule.ids></links><search><creatorcontrib>Chen, Senbin</creatorcontrib><creatorcontrib>Li, Zeke</creatorcontrib><creatorcontrib>Wu, Yanggui</creatorcontrib><creatorcontrib>Mahmood, Nasir</creatorcontrib><creatorcontrib>Lortie, Frédéric</creatorcontrib><creatorcontrib>Bernard, Julien</creatorcontrib><creatorcontrib>Binder, Wolfgang H.</creatorcontrib><creatorcontrib>Zhu, Jintao</creatorcontrib><title>Hydrogen‐Bonded Supramolecular Polymer Adhesives: Straightforward Synthesis and Strong Substrate Interaction</title><title>Angewandte Chemie</title><description>High‐performance adhesives are of great interest in view of industrial demand. We herein identify a straightforward synthetic strategy towards universal hydrogen‐bonded (H‐bonded) polymeric adhesives, using a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized copolymer. Starting from a rubbery copolymer containing thiolactone derivatives, Ba and HW moieties are tethered as pendant groups via an efficient one‐pot two‐step amine‐thiol‐bromo conjugation. Hetero‐complementary Ba/HW interactions thus yield H‐bonded supramolecular polymeric networks. In addition to an enhanced polymeric network integrity induced by specific Ba/HW association, the presence of individual Ba or HW moieties enables strong binding to a range of substrates, outstanding compared to commercial glues and reported adhesives.
A straightforward synthetic strategy towards strong supramolecular adhesives is reported, based on a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized polymer. Specific Ba/HW interactions serve as cohesive domains to maintain polymeric network integrity, while molecular configuration of individual Ba or HW moieties linked onto substrates via diverse H‐bonding interactions, form adhesive domains and endow strong adherence.</description><subject>Addition polymerization</subject><subject>Adhesive bonding</subject><subject>Adhesives</subject><subject>Amine-Thiol-Bromo Conjugation</subject><subject>Bonding strength</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Conjugation</subject><subject>Copolymers</subject><subject>Glues</subject><subject>Hydrogen Bonds</subject><subject>Polymers</subject><subject>Self-Assembly</subject><subject>Substrates</subject><subject>Supramolecular Polymeric Adhesives</subject><subject>Supramolecular polymers</subject><subject>Thiolactone</subject><issn>0044-8249</issn><issn>1521-3757</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkM1OwzAQhC0EEqVw5RyJc8ra-bHNrVSlrVQBUnuPnNhJU6V2sVOq3HgEnpEnwVERHLnsHuabWe0gdIthhAHIvdCVGhEgBCJG0zM0wAnBYUQTeo4GAHEcMhLzS3Tl3BYAUkL5AOl5J62plP76-Hw0WioZrA57K3amUcWhETZ4NU23UzYYy41y9btyD8GqtaKuNm1p7FFY7-h024suEFr2qtGVj8md51oVLHSrrCja2uhrdFGKxqmbnz1E66fpejIPly-zxWS8DAv_QBoqKTnkZRpJEJKklFGQMeVU0khizArIecREjhOe-InzBDPJFAOSR6SkPBqiu1Ps3pq3g3JttjUHq_3FjKQME0gxx54anajCGuesKrO9rXfCdhmGrK806yvNfiv1Bn4yHOtGdf_Q2fh5Nv3zfgMDiH2E</recordid><startdate>20220704</startdate><enddate>20220704</enddate><creator>Chen, Senbin</creator><creator>Li, Zeke</creator><creator>Wu, Yanggui</creator><creator>Mahmood, Nasir</creator><creator>Lortie, Frédéric</creator><creator>Bernard, Julien</creator><creator>Binder, Wolfgang H.</creator><creator>Zhu, Jintao</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0001-5599-6819</orcidid></search><sort><creationdate>20220704</creationdate><title>Hydrogen‐Bonded Supramolecular Polymer Adhesives: Straightforward Synthesis and Strong Substrate Interaction</title><author>Chen, Senbin ; Li, Zeke ; Wu, Yanggui ; Mahmood, Nasir ; Lortie, Frédéric ; Bernard, Julien ; Binder, Wolfgang H. ; Zhu, Jintao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2026-edd90bf63d0ad267870d4797d73d118c0b938ab1595ab11b518d8e802b32f793</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Addition polymerization</topic><topic>Adhesive bonding</topic><topic>Adhesives</topic><topic>Amine-Thiol-Bromo Conjugation</topic><topic>Bonding strength</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Conjugation</topic><topic>Copolymers</topic><topic>Glues</topic><topic>Hydrogen Bonds</topic><topic>Polymers</topic><topic>Self-Assembly</topic><topic>Substrates</topic><topic>Supramolecular Polymeric Adhesives</topic><topic>Supramolecular polymers</topic><topic>Thiolactone</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Senbin</creatorcontrib><creatorcontrib>Li, Zeke</creatorcontrib><creatorcontrib>Wu, Yanggui</creatorcontrib><creatorcontrib>Mahmood, Nasir</creatorcontrib><creatorcontrib>Lortie, Frédéric</creatorcontrib><creatorcontrib>Bernard, Julien</creatorcontrib><creatorcontrib>Binder, Wolfgang H.</creatorcontrib><creatorcontrib>Zhu, Jintao</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</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>Angewandte Chemie</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Senbin</au><au>Li, Zeke</au><au>Wu, Yanggui</au><au>Mahmood, Nasir</au><au>Lortie, Frédéric</au><au>Bernard, Julien</au><au>Binder, Wolfgang H.</au><au>Zhu, Jintao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hydrogen‐Bonded Supramolecular Polymer Adhesives: Straightforward Synthesis and Strong Substrate Interaction</atitle><jtitle>Angewandte Chemie</jtitle><date>2022-07-04</date><risdate>2022</risdate><volume>134</volume><issue>27</issue><epage>n/a</epage><issn>0044-8249</issn><eissn>1521-3757</eissn><abstract>High‐performance adhesives are of great interest in view of industrial demand. We herein identify a straightforward synthetic strategy towards universal hydrogen‐bonded (H‐bonded) polymeric adhesives, using a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized copolymer. Starting from a rubbery copolymer containing thiolactone derivatives, Ba and HW moieties are tethered as pendant groups via an efficient one‐pot two‐step amine‐thiol‐bromo conjugation. Hetero‐complementary Ba/HW interactions thus yield H‐bonded supramolecular polymeric networks. In addition to an enhanced polymeric network integrity induced by specific Ba/HW association, the presence of individual Ba or HW moieties enables strong binding to a range of substrates, outstanding compared to commercial glues and reported adhesives.
A straightforward synthetic strategy towards strong supramolecular adhesives is reported, based on a side‐chain barbiturate (Ba) and Hamilton wedge (HW) functionalized polymer. Specific Ba/HW interactions serve as cohesive domains to maintain polymeric network integrity, while molecular configuration of individual Ba or HW moieties linked onto substrates via diverse H‐bonding interactions, form adhesive domains and endow strong adherence.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ange.202203876</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-5599-6819</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Addition polymerization Adhesive bonding Adhesives Amine-Thiol-Bromo Conjugation Bonding strength Chemical synthesis Chemistry Conjugation Copolymers Glues Hydrogen Bonds Polymers Self-Assembly Substrates Supramolecular Polymeric Adhesives Supramolecular polymers Thiolactone |
| title | Hydrogen‐Bonded Supramolecular Polymer Adhesives: Straightforward Synthesis and Strong Substrate Interaction |
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