TY - JOUR
T1 - Characterizing the thermal degradation mechanism of two bisphosphoramidates by TGA, DSC, mass spectrometry and first-principle theoretical protocols
AU - Castrejón-Flores, José Luis
AU - Reyna-Luna, Julieta
AU - Flores-Martinez, Yazmin M.
AU - García-Ventura, María Isabel
AU - Zamudio-Medina, Angel
AU - Franco-Pérez, Marco
N1 - Publisher Copyright:
© 2020 Elsevier B.V.
PY - 2020/12/5
Y1 - 2020/12/5
N2 - The present investigation describes a combined experimental-theoretical strategy to assess the thermal resistance features of two symmetric bisphosphoramidates, tetraphenyl ethane-1,2-diylbis (phosphoramidate) 1 and tetraphenyl propane-1,3-diylbis (phosphoramidate) 5. Therefore, their structural reluctance to thermal decomposition through differential scan calorimetric (DSC) and thermogravimetric (TGA) experiments was evaluated. Then, their molecular degradation path was followed by analysing recorded data from mass spectrometry measurements performed at different temperature conditions. Their corresponding thermal degradation mechanism was then established by searching plausible transition states interconnecting the intermediaries found in our mass spectrometry records using a quantum theoretical protocol based on Coupled-Cluster calculations. Through this strategy, key intermediaries of the two bisphosphoramidates studied during their molecular degradation mechanism were identified, although compound 5 displayed the highest resistance to heat decomposition.
AB - The present investigation describes a combined experimental-theoretical strategy to assess the thermal resistance features of two symmetric bisphosphoramidates, tetraphenyl ethane-1,2-diylbis (phosphoramidate) 1 and tetraphenyl propane-1,3-diylbis (phosphoramidate) 5. Therefore, their structural reluctance to thermal decomposition through differential scan calorimetric (DSC) and thermogravimetric (TGA) experiments was evaluated. Then, their molecular degradation path was followed by analysing recorded data from mass spectrometry measurements performed at different temperature conditions. Their corresponding thermal degradation mechanism was then established by searching plausible transition states interconnecting the intermediaries found in our mass spectrometry records using a quantum theoretical protocol based on Coupled-Cluster calculations. Through this strategy, key intermediaries of the two bisphosphoramidates studied during their molecular degradation mechanism were identified, although compound 5 displayed the highest resistance to heat decomposition.
KW - Bisphosphoramidate
KW - Flame-retardant
KW - Thermal decomposition
UR - http://www.scopus.com/inward/record.url?scp=85087813724&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2020.128781
DO - 10.1016/j.molstruc.2020.128781
M3 - Artículo
SN - 0022-2860
VL - 1221
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
M1 - 128781
ER -