{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/84247"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/84247","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Mechanochemical Triggers for Self -Healing Polymers","abstract":"Mechanochemical triggers based on the electrocyclic ring opening of both trans and cis substituted benzocyclobutenes was studied. The products of mechanically-accelerated ring opening were studied by trapping experiments. Ultrasound induces ring opening at 10°C, whereas thermal activation only took place at temperatures over 105°C. It was found that the substitution pattern around the four-membered ring influenced the rotational preference for ring opening. 13C labeling studies indicate that while the trans isomer prefers to open in a conrotatory manner, the cis isomer prefers to open in a disrotatory manner. It is proposed that these rotational preferences are a result of the efficiency of stress release; mechanical activation is greatest for those pathways which most efficiently relieve the applied force upon transformation from substrate to products.","abstract_html":"Mechanochemical triggers based on the electrocyclic ring opening of both trans and cis substituted benzocyclobutenes was studied. The products of mechanically-accelerated ring opening were studied by trapping experiments. Ultrasound induces ring opening at 10°C, whereas thermal activation only took place at temperatures over 105°C. It was found that the substitution pattern around the four-membered ring influenced the rotational preference for ring opening. 13C labeling studies indicate that while the trans isomer prefers to open in a conrotatory manner, the cis isomer prefers to open in a disrotatory manner. It is proposed that these rotational preferences are a result of the efficiency of stress release; mechanical activation is greatest for those pathways which most efficiently relieve the applied force upon transformation from substrate to products.","abstract_has_math":false,"creators":["Hickenboth, Charles Robert"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Moore, Jeffrey S."],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-09-25T22:13:39Z","date_published":"2015-09-25T22:13:39Z","updated_at":"2026-07-22T22:26:22Z","subjects":["Engineering, Materials Science"],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(MiAaPQ)AAI3250256"],"render_values":[{"text":"(MiAaPQ)AAI3250256","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/84247","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Moore, Jeffrey S."]},{"key":"dc:creator","label":"Author","values":["Hickenboth, Charles Robert"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2015-09-25T22:13:39Z","10000-01-01","2006"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"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":["Engineering, Materials Science"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["eng"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/84247","(MiAaPQ)AAI3250256"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Mechanochemical triggers based on the electrocyclic ring opening of both trans and cis substituted benzocyclobutenes was studied. The products of mechanically-accelerated ring opening were studied by trapping experiments. Ultrasound induces ring opening at 10°C, whereas thermal activation only took place at temperatures over 105°C. It was found that the substitution pattern around the four-membered ring influenced the rotational preference for ring opening. 13C labeling studies indicate that while the trans isomer prefers to open in a conrotatory manner, the cis isomer prefers to open in a disrotatory manner. It is proposed that these rotational preferences are a result of the efficiency of stress release; mechanical activation is greatest for those pathways which most efficiently relieve the applied force upon transformation from substrate to products.","Made available in DSpace on 2015-09-25T22:13:39Z (GMT). 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The products of mechanically-accelerated ring opening were studied by trapping experiments. Ultrasound induces ring opening at 10°C, whereas thermal activation only took place at temperatures over 105°C. It was found that the substitution pattern around the four-membered ring influenced the rotational preference for ring opening. 13C labeling studies indicate that while the trans isomer prefers to open in a conrotatory manner, the cis isomer prefers to open in a disrotatory manner. It is proposed that these rotational preferences are a result of the efficiency of stress release; mechanical activation is greatest for those pathways which most efficiently relieve the applied force upon transformation from substrate to products.","Made available in DSpace on 2015-09-25T22:13:39Z (GMT). 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