TY - JOUR
T1 - Degradation Kinetics and Solvent Effects of Various Long-Chain Quaternary Ammonium Salts
AU - Kleijwegt, Roel J.T.
AU - Winkenwerder, Wyatt
AU - Baan, Wim
AU - van der Schaaf, John
PY - 2022/1/1
Y1 - 2022/1/1
N2 - Surfactants such as quaternary ammonium salts (QAS) have been in increasing demand, for emerging new applications. Recent attempts at process intensification of their production have disclosed the need for a better understanding of QAS thermal stability. This work aims to determine the degradation kinetics of various QASs and the associated solvent effects. The degradation kinetics of four methyl carbonate QASs were determined in various polar solvents in stainless steel batch autoclaves. urn:x-wiley:05388066:media:kin21537:kin21537-math-0001H NMR spectrometry was employed for offline analysis of the reaction mixtures. The kinetic parameters were then used to compare the thermal stability of the four compounds in the polar solvents. Water showed no degradation, and methanol (MeOH) was the solvent that provided the second-best stability. Water–MeOH mixtures may provide an overall optimum. Moreover, and longer long-chain substituents increased the degradation rate. Thermogravimetric analysis was used to obtain the thermal stability in a solid state, that is, solventless environment. Isoconversional analysis showed that no reliable kinetic parameters could be determined. Nevertheless, the data did allow for a comparison of the thermal stability of 14 different QASs. Furthermore, the relative instability of the compounds in the solid state demonstrated the challenges of solventless QAS production.
AB - Surfactants such as quaternary ammonium salts (QAS) have been in increasing demand, for emerging new applications. Recent attempts at process intensification of their production have disclosed the need for a better understanding of QAS thermal stability. This work aims to determine the degradation kinetics of various QASs and the associated solvent effects. The degradation kinetics of four methyl carbonate QASs were determined in various polar solvents in stainless steel batch autoclaves. urn:x-wiley:05388066:media:kin21537:kin21537-math-0001H NMR spectrometry was employed for offline analysis of the reaction mixtures. The kinetic parameters were then used to compare the thermal stability of the four compounds in the polar solvents. Water showed no degradation, and methanol (MeOH) was the solvent that provided the second-best stability. Water–MeOH mixtures may provide an overall optimum. Moreover, and longer long-chain substituents increased the degradation rate. Thermogravimetric analysis was used to obtain the thermal stability in a solid state, that is, solventless environment. Isoconversional analysis showed that no reliable kinetic parameters could be determined. Nevertheless, the data did allow for a comparison of the thermal stability of 14 different QASs. Furthermore, the relative instability of the compounds in the solid state demonstrated the challenges of solventless QAS production.
KW - degradation kinetics
KW - solvent effects
KW - thermal stability
KW - thermogravimetric analysis
UR - http://www.scopus.com/inward/record.url?scp=85113495907&partnerID=8YFLogxK
U2 - 10.1002/kin.21537
DO - 10.1002/kin.21537
M3 - Article
VL - 54
SP - 16
EP - 27
JO - International Journal of Chemical Kinetics
JF - International Journal of Chemical Kinetics
SN - 0538-8066
IS - 1
ER -