Date of Award

2018

Publisher

North Dakota State University

Document Type

Thesis

Degree Awarded

Master of Science (MS)

Department

Chemistry and Biochemistry

College

Science and Mathematics

Faculty Advisor

Sibi, Mukund P.

Description

Due to their reactivity and ease of functional group interconversions, aldehydes have wide-ranging applications in polymer synthesis, such as polyacetals, epoxy resins, and polyurethanes. Recently, room temperature synthesis of polycarbamates using cyclohexanedicarboxaldehydes was reported by Dow Chemical, thus opening up a novel way of making non-isocyanate polyurethanes (NIPUs) with greater applicability. However, preparing NIPUs is limited by the available bio-based dialdehydes. Therefore, we prepared a series of bio-derived bis-furan and tris-furan dialdehydes through the condensation of furan with four readily available ketones, with subsequent formylation via the Vilsmeier-Haack reaction. The incorporation of structurally different spacers in otherwise structurally similar dialdehyde monomers resulted in a variety of melting points dependent on the relative symmetry and rigidity of the structures. Chapter 1 addresses the synthesis of aldehydes with a review of their current utility in polymer synthesis. Chapter 2 addresses our synthesis of the dialdehydes and their potential applications in polymer synthesis.

Rights

NDSU Policy 190.6.2

Rights Link

https://www.ndsu.edu/fileadmin/policy/190.pdf

Author ORCID Identifier

0000-0001-8322-2407

Handle Identifier

https://hdl.handle.net/10365/29215

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