Lactic acid copolyesters with carboxyl derivatives of p-tert-butylthiacalix[4]arene: synthesis and effect of macrocycle conformation on the physicochemical properties

An approach to p-tert -butylthiacalix[4]arene derivatives functionalized with lactic acid fragments in three conformations ( cone, partial cone, 1,3-alternate ) was developed. The use of tetraglyme as a solvent and magnesium sulfate with p -toluenesulfonic acid as co-condensation catalysts made it p...

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Bibliographic Details
Published in:Russian chemical bulletin 2019-11, Vol.68 (11), p.2098-2104
Main Authors: Vavilova, A. A., Gorbachuk, V. V., Shurpik, D. N., Padnya, P. L., Gerasimov, A. V., Mostovaya, O. A., Stoikov, I. I.
Format: Article
Language:English
Subjects:
Acetone
Acids
Admixtures
Buffer solutions
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Condensates
Derivatives
Differential scanning calorimetry
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Inorganic Chemistry
Ions
Lactic acid
Magnesium
Organic Chemistry
Polydispersity
Thermal stability
Thermodynamic properties
Thermogravimetry
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Summary:An approach to p-tert -butylthiacalix[4]arene derivatives functionalized with lactic acid fragments in three conformations ( cone, partial cone, 1,3-alternate ) was developed. The use of tetraglyme as a solvent and magnesium sulfate with p -toluenesulfonic acid as co-condensation catalysts made it possible to obtain the desired products without admixtures of oligolactic acid. The structure of the synthesized macrocycles was characterized by a complex of physico-chemical methods. The thermal properties of the synthesized lactic acid copolyesters were studied by simultaneous thermogravimetry and differential scanning calorimetry analysis. Significant effect of the p-tert -butylthiacalix[4]arene platform on the thermal stability of the obtained products was demonstrated. Nanoscale particles of the synthesized macrocycles with a low polydispersity index were obtained using nanoprecipitation from methanol or acetone into a buffer solution.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-019-2672-3