| dc.contributor.author | Wei, Manqing | |
| dc.description.abstract | Biobased diamines are excellent precursors for the synthesis of non-isocyanate polyurethanes (NIPUs). We have prepared several biobased diamines using three different reactions for their synthesis. In the first method, we have carried out chain elongation of cellulose-derived 2,5-diformylfuran by the Henry reaction followed by reduction of the nitroalkene. Yields of the key step: Hantzsch Ester reduction, were 70-80%. Method two involves the Friedel-Crafts alkylation of furfurylamine with different ketones under acidic conditions. Yields of large-scale alkylation reaction were 60-77%. In method three, we combined the Henry reaction and Friedel-Crafts alkylation techniques to access diamines from hemicellulose-derived furfural. These diamines can be reacted with carbonates to access hydroxyalkylcarbamates in good yields, around 80%. We have also developed a novel method for accessing biscarbamates directly from dialdehydes in good yields, 70-94%. The hydroxyalkylcarbamates and biscarbamates are valuable precursors to obtain polyurethanes via the phosgene-free route. | en_US |
| dc.publisher | North Dakota State University | en_US |
| dc.rights | NDSU Policy 190.6.2 | |
| dc.title | Synthesis of Precursors to Non-isocyanate Polyurethanes | en_US |
| dc.type | Thesis | en_US |
| dc.date.accessioned | 2019-01-04T21:49:52Z | |
| dc.date.available | 2019-01-04T21:49:52Z | |
| dc.date.issued | 2018 | en_US |
| dc.identifier.uri | https://hdl.handle.net/10365/29167 | |
| dc.subject.lcsh | Biomass. | en_US |
| dc.subject.lcsh | Carbamate. | en_US |
| dc.subject.lcsh | Polyurethanes. | en_US |
| dc.identifier.orcid | 0000-0003-1488-4786 | |
| dc.rights.uri | https://www.ndsu.edu/fileadmin/policy/190.pdf | |
| ndsu.degree | Master of Science (MS) | en_US |
| ndsu.college | Science and Mathematics | en_US |
| ndsu.department | Chemistry and Biochemistry | en_US |
| ndsu.advisor | Sibi, Mukund P. | |
