Propargylamine: an attractive amine source for designing high-performance benzoxazine resins with low polymerization temperatures
| Autor: | Yu Liu, Kan Zhang, Weichen Sheng, Ren Yin |
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| Rok vydání: | 2021 |
| Předmět: | |
| Zdroj: | Polymer Chemistry. 12:6694-6704 |
| ISSN: | 1759-9962 1759-9954 |
| DOI: | 10.1039/d1py01166a |
| Popis: | Aniline is a very common amino source for benzoxazine synthesis, but generally resulting in relatively high ring-opening polymerization temperatures. The exploration of alternative amine sources to lower the polymerization temperature of benzoxazine resin is a prerequisite for further development of high performance polybenzoxazines. In this work, three propargyl-containing benzoxazine monomers with different number of oxazine rings (PH-pa, BA-pa and TH-pa) have been synthesized using phenol/bisphenol-A/1,1,1-tris(4-hydroxyphenyl)ethane, propargylamine, and paraformaldehyde as starting materials. The structures of these benzoxazines are characterized by NMR, FT-IR and HR-MS spectra, which indicate the successful incorporation of reactive oxazine ring and propargyl group in the molecular structure of each monomer. In addition, the polymerization behavior of each benzoxazine has been monitored by in situ FT-IR spectra and differential scanning calorimetry (DSC), which shows that each resin can be completely polymerized under complex polymerization mechanisms including the ring-opening polymerization of oxazine ring and additional ethynyl polymerization. Moreover, the thermal stability and the flammability of the resulting thermosets have been investigated by thermogravimetric analysis (TGA) and micro-scale combustion calorimetry (MCC), respectively. Notably, the thermoset derived from TH-pa exhibits the highest thermal stability with a peak degradation temperature at 418 oC and a char yield value of 50.2 % at 800 oC in nitrogen. It also exhibits lowest heat release capacity (87.0 J/(gK)) and total heat release value (17.4 KJ/g) among these newly obtained polybenzoxazines. |
| Databáze: | OpenAIRE |
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