Degradable Materials from Sugar-Derived Feedstocks
2019-01
Loading...
View/Download File
Persistent link to this item
Statistics
View StatisticsJournal Title
Journal ISSN
Volume Title
Title
Degradable Materials from Sugar-Derived Feedstocks
Authors
Published Date
2019-01
Publisher
Type
Thesis or Dissertation
Abstract
Sugar-derived molecules have excellent potential to serve as building blocks in the development of sustainable polymers with high performance and rich functionality. This thesis focuses on the utilization of carbohydrate-derived molecules (bicyclic sugar derivatives and sugar metabolites) to enhance the degradability of polymeric materials. The first area of research presented describes the synthesis of a novel GDL-based α,ω-diene (glucarodilactone 10-undecenoate, GDLU). This molecule and its congener (isosorbide undecenoate, IU), were found to be highly suitable monomers for acyclic diene metathesis polymerization and were used to produce a family of homopolymers and copolymers of various GDLU:IU ratios. The structure/property implications of these similar sugar-derived diols on the materials physical performance and hydrolytic stability were explored. The second area of research expanded the usage of GDLU to a new class of materials, poly(ester-thioethers), with the use of photo-initiated thiol-ene polymerization. The impact of dithiol chemistry on material thermal and mechanical properties were investigated. Finally, the third area of research details the synthesis of novel methacrylic anhydride-like monomers obtained from the two-step synthetic modification of itaconic acid. These monomers were polymerized via thiol-ene polymerizations to obtain degradable, polyanhydride-based thermoset materials, with rapid neutral water degradation.
Description
University of Minnesota Ph.D. dissertation. January 2019. Major: Chemistry. Advisors: Theresa Reineke, William Tolman. 1 computer file (PDF); xxiii, 211 pages.
Related to
Replaces
License
Collections
Series/Report Number
Funding information
Isbn identifier
Doi identifier
Previously Published Citation
Suggested citation
Lillie, Leon. (2019). Degradable Materials from Sugar-Derived Feedstocks. Retrieved from the University Digital Conservancy, https://hdl.handle.net/11299/213109.
Content distributed via the University Digital Conservancy may be subject to additional license and use restrictions applied by the depositor. By using these files, users agree to the Terms of Use. Materials in the UDC may contain content that is disturbing and/or harmful. For more information, please see our statement on harmful content in digital repositories.