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O. H. Altshuler, K. O. Pentsak, H. N. Altshuler

Kemerovo Division of the Institute of Solid State Chemistry and Mechanochemistry, SB RAS, Russia, 650000 Kemerovo, pr. Sovetsky 18. *****@***ru

The thermodynamic probability (and position) of cis-tetramethylcalix[4]resorcinarene I and cis-tetraphenylcalix[4]resorcinarene II electrophilic attack was studied.

The H2SO4, PCl3 and AlCl3 complex, ClCH2OCH3 and AlCl3 complex were used as electron-seeking reagents.

The quantum-chemical calculation showed that all of the investigated electrophilic substitution processes must be endothermic. The 93-108 kJ of heat was absorbed per SO3Н, PCl2 or CH2Cl mole during the calixresorcinarenes I and II sulfonation, phosphorilation and chloromethylation to the tetraresorcin portal. The 49-64 kJ of heat was absorbed per SO3Н, PCl2 or CH2Cl mole during the calixresorcinarene II sulfonation, phosphorilation and chloromethylation to the phenylic substituents. The processes thermodynamic probabilities decrease as the amounts of SO3Н, PCl2 or CH2Cl – groups increase. The carried out analysis was implemented during obtaining of the functionalized calixarene-containing polymers. The novel sulphur - and phosphor-containing cationites or weak-based anionites were obtained on the cis-tetraphenilcalix[4]resorcinarenes basis[1-3].

LITERATURE

[1] H. N. Altshuler, L. P. Abramova, O. H. Altshuler. Polymer cationite obtaining method (variants). Patent 2291171 RF // I. B. 2007, №1, P. II, 296.

[2] O. H. Altshuler, L. P. Abramova, L. A. Sapozhnikova, H. N. Altshuler. RJ Ap.Chem., 2009, 82, 399–403.

[3] H. N. Altshuler, K. O. Pentsak. All-Russian Conference of Macromolecular Chemistry, 2008, 5–6.