NOTE: Synthesis and Characterization of a Poly(acrylamide) with Pendant 1,4-piperazine-2,5-dione Moieties via Post-polymerization Cyclization |
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Authors: | Jeffrey R Hammaker Eugene A Mash |
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Institution: | Department of Chemistry , University of Arizona , Tucson, Arizona, 85721-0041 |
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Abstract: | A poly(acrylamide) was synthesized from N α -Boc-N ? -acrolyl-l-lysylglycine methyl ester via radical polymerization. This polymer typically had Mn ~ 100,000 g/mol, Mw ~ 300,000 g/mol, and a Tg of 93°C. Removal of Boc with TFA and cyclization with DABCO? in DMSO at 65°C afforded a soluble piperazinedione-containing polymer that had a Tg of 157°C and thermal stability up to 300°C. These results demonstrate a viable and efficient synthetic route to piperazinedione-containing polyacrylamides of high molecular weight. Related polymers that incorporate substituted indane moieties could be useful high Tg materials for fabrication of LC and NLO devices. |
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Keywords: | Poly(acrylamide) 1 4-piperazine-2 5-dione hydrogen bonding high Tg polymer |
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