Term of Award
Master of Science in Applied Physical Science (M.S.)
Document Type and Release Option
Thesis (open access)
Copyright Statement / License for Reuse
This work is licensed under a Creative Commons Attribution 4.0 License.
Department of Chemistry and Biochemistry
Committee Member 1
Committee Member 2
The hydroamination of dimaleimides with diamines has been accomplished to access novel polymers. Various dimaleamides and dimaleimides were synthesized from commercially available diamines and maleic anhydride. The resulting dimaleamides were then ring-closed to their respective dimaleimides either directly in the presence of acid or via the synthesis of mixed amide-esters which then ring close in the presence of acid under heat. Hydroamination of the dimaleimides with piperazine was accomplished in bulk at room temperature. The reaction is spontaneous thus leading to the formation of polyimides with high functional group conversion within minutes. The kinetics of the maleamides and maleimides was monitored via Nuclear Magnetic Resonance spectroscopy (1H NMR). Endgroup conversion was determined by integration of the signals unique to the dimaleimide (=CH) and the combined signal of monomer and polymer from the connecting unit of the dimaleimide. Dimaleimides were characterized via 1H NMR and Fourier Transform Infrared Spectroscopy (FTIR). The resulting polymers were characterized via 1H NMR. For the endgroup analysis, the amino endgroups were converted into t-butylbenzoyl endgroups. A methodology was developed to calculate the numbers average molecular weight (Mn) from the ratios of endgroups and polymer signals.
Singleton, Nadia Z., "Investigation of Intramolecular and Intermolecular Aza-Michael Reactions" (2022). Electronic Theses and Dissertations. 2461.
Research Data and Supplementary Material