Synthesis and characterization of novel polyurethanes,polypyridazine, and polyamide based on s-1,2,4,5-tetrazine |
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Authors: | Abdelwahed R Sayed Jeffrey S Wiggins |
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Institution: | School of Polymer Science and Engineering, The University of Southern Mississippi, Hattiesburg, Mississippi, USA |
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Abstract: | The synthesis and analysis of new polymeric materials based on 1,2,4,5-tetrazine are discussed in this study. Tetrazine was mixed with thermoplastic polyurethane in dimethylformamide (DMF) as solvent and dibutyl tin dilaurate as catalyst at 50°C for 24 h to create brush polyurethane-urea, which was then reacted with an unsaturated center in dimethyl sulfoxide as solvent at 60°C for 48 h made of either polyenol or thermoplastic polyurethane through π–π interaction. Because 1,2,4,5-tetrazine (red color) is known to act as an electron-deficient dine in inverse electron demand Diels–Alder reactions and can be easily converted to pyridazine (peach color) via 4 + 2] cycloaddition with suitable followed by expulsion of molecular nitrogen (cycloreversion), we observed a highly colored red shift to peach and this monitor for this reaction. Additionally, polyamide was prepared via reaction of 3,6-diamino-1,2,4,5-tetrazine with terephthaloyl chloride in DMF as a suitable solvent and triethylamine as basic catalyst at 0°C for 3 h and then 36 h at room temperature. The new polymers that were produced were elucidated by spectral data. |
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