{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/97648"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/97648","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Hindered urea bond for the design of dynamic materials","abstract":"Dynamic covalent bonds (DCBs) featuring reversible bonding/debonding properties have found various applications in dynamic materials designs such as self-healing, malleable, shape-memory or environmentally-adaptive materials. However, most DCBs developed so far require either catalyst or harsh environments to facilitate bond reversion and involve special building blocks for synthesis. Here we seek to develop a novel platform for dynamic materials design using a new type of DCB – hindered urea bond (HUB). Differing from normal urea bond, HUB bears bulky substituents on one of the nitrogen atom, which distorts the atomic co-planarity, weakens the bonding stability, and allows reversible dissociation of HUB to isocyanate and hindered amine. The dynamic properties of HUB enables the design of self-healing polymeric elastomers/malleable thermosets through bond exchange and hydrolyzable polymers through quenching of dissociative intermediate – isocyanate. HUB shows many advantages in dynamic materials designs compared with other DCB systems in terms of simplicity, dynamicity, tunability and cost.","abstract_html":"Dynamic covalent bonds (DCBs) featuring reversible bonding/debonding properties have found various applications in dynamic materials designs such as self-healing, malleable, shape-memory or environmentally-adaptive materials. However, most DCBs developed so far require either catalyst or harsh environments to facilitate bond reversion and involve special building blocks for synthesis. Here we seek to develop a novel platform for dynamic materials design using a new type of DCB – hindered urea bond (HUB). Differing from normal urea bond, HUB bears bulky substituents on one of the nitrogen atom, which distorts the atomic co-planarity, weakens the bonding stability, and allows reversible dissociation of HUB to isocyanate and hindered amine. The dynamic properties of HUB enables the design of self-healing polymeric elastomers/malleable thermosets through bond exchange and hydrolyzable polymers through quenching of dissociative intermediate – isocyanate. HUB shows many advantages in dynamic materials designs compared with other DCB systems in terms of simplicity, dynamicity, tunability and cost.","abstract_has_math":false,"creators":["Ying, Hanze"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Materials Science & Engr","degree_department":null,"school":null,"contributors":["Cheng, Jianjun","Braun, Paul","Sottos, Nancy","Kilian, Kristopher","Moore, Jeffrey"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2017,"date_issued":"2017-08-10T20:32:21Z","date_published":"2017-08-10T20:32:21Z","updated_at":"2026-07-22T22:24:34Z","subjects":["Dynamic covalent chemistry","Hindered urea bond (HUB)","Dynamic polymers","Self-healing","Hydrolyzable","Malleable thermoset"],"languages":["en"],"rights":["Copyright 2016 Hanze Ying"],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/2142/97648","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Cheng, Jianjun","Braun, Paul","Sottos, Nancy","Kilian, Kristopher","Moore, Jeffrey"]},{"key":"dc:creator","label":"Author","values":["Ying, Hanze"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2017-08-10T20:32:21Z","2019-08-11T09:15:21Z","2017-01-04","2017-05"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Materials Science & Engr"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Dissertation"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Illinois at Urbana-Champaign"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Dynamic covalent chemistry","Hindered urea bond (HUB)","Dynamic polymers","Self-healing","Hydrolyzable","Malleable thermoset"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["Copyright 2016 Hanze Ying"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/97648"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Dynamic covalent bonds (DCBs) featuring reversible bonding/debonding properties have found various applications in dynamic materials designs such as self-healing, malleable, shape-memory or environmentally-adaptive materials. However, most DCBs developed so far require either catalyst or harsh environments to facilitate bond reversion and involve special building blocks for synthesis. Here we seek to develop a novel platform for dynamic materials design using a new type of DCB – hindered urea bond (HUB). Differing from normal urea bond, HUB bears bulky substituents on one of the nitrogen atom, which distorts the atomic co-planarity, weakens the bonding stability, and allows reversible dissociation of HUB to isocyanate and hindered amine. The dynamic properties of HUB enables the design of self-healing polymeric elastomers/malleable thermosets through bond exchange and hydrolyzable polymers through quenching of dissociative intermediate – isocyanate. HUB shows many advantages in dynamic materials designs compared with other DCB systems in terms of simplicity, dynamicity, tunability and cost.","Submission published under a 24 month embargo labeled 'U of I Access', the embargo will last until 2019-05-01","The student, Hanze Ying, accepted the attached license on 2016-12-22 at 04:40.","The student, Hanze Ying, submitted this Dissertation for approval on 2016-12-22 at 05:12.","This Dissertation was approved for publication on 2017-01-04 at 15:34.","DSpace SAF Submission Ingestion Package generated from Vireo submission #10523 on 2017-08-10 at 15:04:01","Made available in DSpace on 2017-08-10T20:32:21Z (GMT). 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However, most DCBs developed so far require either catalyst or harsh environments to facilitate bond reversion and involve special building blocks for synthesis. Here we seek to develop a novel platform for dynamic materials design using a new type of DCB – hindered urea bond (HUB). Differing from normal urea bond, HUB bears bulky substituents on one of the nitrogen atom, which distorts the atomic co-planarity, weakens the bonding stability, and allows reversible dissociation of HUB to isocyanate and hindered amine. The dynamic properties of HUB enables the design of self-healing polymeric elastomers/malleable thermosets through bond exchange and hydrolyzable polymers through quenching of dissociative intermediate – isocyanate. HUB shows many advantages in dynamic materials designs compared with other DCB systems in terms of simplicity, dynamicity, tunability and cost.","Submission published under a 24 month embargo labeled 'U of I Access', the embargo will last until 2019-05-01","The student, Hanze Ying, accepted the attached license on 2016-12-22 at 04:40.","The student, Hanze Ying, submitted this Dissertation for approval on 2016-12-22 at 05:12.","This Dissertation was approved for publication on 2017-01-04 at 15:34.","DSpace SAF Submission Ingestion Package generated from Vireo submission #10523 on 2017-08-10 at 15:04:01","Made available in DSpace on 2017-08-10T20:32:21Z (GMT). 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