{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/78344"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/78344","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Synthesis and applications of depolymerizable polyaldehydes","abstract":"Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2015-07-22 without embargo terms","abstract_html":"Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2015-07-22 without embargo terms","abstract_has_math":false,"creators":["Kaitz, Joshua A"],"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.","Braun, Paul V.","Zimmerman, Steven C.","White, Christina"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-07-22T22:16:26Z","date_published":"2015-07-22T22:16:26Z","updated_at":"2026-07-22T22:26:11Z","subjects":["degradable materials","polymer","polymer synthesis","polyaldehyde","ceiling temperature","polymerization","depolymerization","depolymerizable"],"languages":["en"],"rights":["Copyright 2015 Joshua Andrew Kaitz"],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/2142/78344","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Moore, Jeffrey S.","Braun, Paul V.","Zimmerman, Steven C.","White, Christina"]},{"key":"dc:creator","label":"Author","values":["Kaitz, Joshua A"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2015-07-22T22:16:26Z","2015-05","2015-04-06","2015-5"]},{"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":["degradable materials","polymer","polymer synthesis","polyaldehyde","ceiling temperature","polymerization","depolymerization","depolymerizable"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["Copyright 2015 Joshua Andrew Kaitz"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/78344"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2015-07-22 without embargo terms","The student, Joshua Kaitz, accepted the attached license on 2015-03-27 at 10:41.","The student, Joshua Kaitz, submitted this Dissertation for approval on 2015-03-27 at 10:51.","This Dissertation was approved for publication on 2015-04-06 at 09:12.","DSpace SAF Submission Ingestion Package generated from Vireo submission #7775 on 2015-07-22 at 10:31:21","Made available in DSpace on 2015-07-22T22:16:26Z (GMT). No. of bitstreams: 3 KAITZ-DISSERTATION-2015.pdf: 7942667 bytes, checksum: 8a58468c03c345088b3b3cf8bf301b07 (MD5) Kaitz_Joshua.docx: 16541533 bytes, checksum: 01f45223628a3958a2f2ede4de69a901 (MD5) LICENSE.txt: 4209 bytes, checksum: 7b661129a7aac72a8d0faecea96e7c11 (MD5) Previous issue date: 2015-04-06","Depolymerizable polymers are stimuli-responsive materials that can be triggered to rapidly and completely depolymerize into their constituting monomers on command. Their applications include use in triggered release, recyclable and restructurable materials, disappearing or transient materials, and many others functions. Polyaldehyde materials were selected as a candidate system for study due to their known ability to depolymerize rapidly; however, they are also known to generally suffer from limited synthetic accessibility and sensitivity toward post-polymerization modification, thus restricting widespread adoption. My research has broadly focused in two areas: Chapters 2-5 focus on the development of a general and scalable cationic polymerization and copolymerization of aldehydes; Chapters 6-7 describe the installation of functional handles for post-polymerization elaboration of polyaldehydes into various nanostructures. Chapter 8 includes more recent work aimed at the preparation of a novel class of sustainable, recyclable, and eco-friendly depolymerizable polyesters. In short, the cationic polymerization of aldehydes was found to be a robust and scalable reaction, and mechanistic analysis of the polymerization has revealed a reversible cyclization process that produces macrocyclic architectures in high yield and with high purity. It was also found that copolymerization of o-phthalaldehyde with substituted benzaldehydes, generally considered unreactive to polymerization, yielded stimuli-responsive polyaldehyde materials that could be further elaborated to generate depolymerizable single-chain polymeric nanoparticles and polymer networks. These and other studies on the preparation and development of depolymerizable materials have advanced the state-in-the-art in polyaldehyde synthesis and paved the way for new applications in triggered depolymerization."]},{"key":"dc:format","label":"Dc Format","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["Synthesis and applications of depolymerizable polyaldehydes"]}]}],"canonical_facts":{"dc:contributor":["Moore, Jeffrey S.","Braun, Paul V.","Zimmerman, Steven C.","White, Christina"],"dc:creator":["Kaitz, Joshua A"],"dc:date":["2015-07-22T22:16:26Z","2015-05","2015-04-06","2015-5"],"dc:description":["Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2015-07-22 without embargo terms","The student, Joshua Kaitz, accepted the attached license on 2015-03-27 at 10:41.","The student, Joshua Kaitz, submitted this Dissertation for approval on 2015-03-27 at 10:51.","This Dissertation was approved for publication on 2015-04-06 at 09:12.","DSpace SAF Submission Ingestion Package generated from Vireo submission #7775 on 2015-07-22 at 10:31:21","Made available in DSpace on 2015-07-22T22:16:26Z (GMT). No. of bitstreams: 3 KAITZ-DISSERTATION-2015.pdf: 7942667 bytes, checksum: 8a58468c03c345088b3b3cf8bf301b07 (MD5) Kaitz_Joshua.docx: 16541533 bytes, checksum: 01f45223628a3958a2f2ede4de69a901 (MD5) LICENSE.txt: 4209 bytes, checksum: 7b661129a7aac72a8d0faecea96e7c11 (MD5) Previous issue date: 2015-04-06","Depolymerizable polymers are stimuli-responsive materials that can be triggered to rapidly and completely depolymerize into their constituting monomers on command. Their applications include use in triggered release, recyclable and restructurable materials, disappearing or transient materials, and many others functions. Polyaldehyde materials were selected as a candidate system for study due to their known ability to depolymerize rapidly; however, they are also known to generally suffer from limited synthetic accessibility and sensitivity toward post-polymerization modification, thus restricting widespread adoption. My research has broadly focused in two areas: Chapters 2-5 focus on the development of a general and scalable cationic polymerization and copolymerization of aldehydes; Chapters 6-7 describe the installation of functional handles for post-polymerization elaboration of polyaldehydes into various nanostructures. Chapter 8 includes more recent work aimed at the preparation of a novel class of sustainable, recyclable, and eco-friendly depolymerizable polyesters. In short, the cationic polymerization of aldehydes was found to be a robust and scalable reaction, and mechanistic analysis of the polymerization has revealed a reversible cyclization process that produces macrocyclic architectures in high yield and with high purity. It was also found that copolymerization of o-phthalaldehyde with substituted benzaldehydes, generally considered unreactive to polymerization, yielded stimuli-responsive polyaldehyde materials that could be further elaborated to generate depolymerizable single-chain polymeric nanoparticles and polymer networks. These and other studies on the preparation and development of depolymerizable materials have advanced the state-in-the-art in polyaldehyde synthesis and paved the way for new applications in triggered depolymerization."],"dc:format":["application/pdf"],"dc:identifier":["http://hdl.handle.net/2142/78344"],"dc:language":["en"],"dc:rights":["Copyright 2015 Joshua Andrew Kaitz"],"dc:subject":["degradable materials","polymer","polymer synthesis","polyaldehyde","ceiling temperature","polymerization","depolymerization","depolymerizable"],"dc:title":["Synthesis and applications of depolymerizable polyaldehydes"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["Ph.D."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:26:11Z"}