Protolytic properties of aminomethylated calix[4]resorcinol, hydroxyethylidene diphosphonic acid and their composition in aqueous micellar solutions
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Protolytic properties of aminomethylated calix[4]resorcinol, hydroxyethylidene diphosphonic acid and their composition in aqueous micellar solutions

E.A. Burilovaa*, T.V. Nikitinaa**, L.I. Vagapovab***, Z.A. Nasirovaa****, A.N. Solodova*****, J.R. Shaiymovaa******, R.R. Amirova*******

aKazan Federal University, Kazan, 420008 Russia

bA.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, 420088 Russia

E-mail: *burilovajen07@mail.ru, **vlalinik2012@yandex.ru, ***vagapoval@iopc.ru, ****nasirovaz89@mail.ru, *****sanya.solodoff@yandex.ru, ******julia_shayimova@mail.ru, *******ramirov@kpfu.ru

Received April 2, 2018

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Abstract

The constants of protolytic equilibria for hydroxyethylidene diphosphonic acid (HEDP), aminomethylated calix[4]resorcinol (AMC), and the composition based on them (AMC-HEDP) in a solution of nonionic surfactant-polyoxyethylated dodecanol Brij-35 have been determined by pH-metric titration with subsequent mathematical processing of the data. In addition to monomeric forms, the existence of several dimeric forms of different extent of protonation has been also found in the solutions of AMC and HEDP. For the composition based on AMC-HEDP in the pH range from acid to neutral, the formation of mixed forms of the following composition has been established: H16YL40, H15YL41–, H14YL42–, H13YL43–, H12YL44–, H7YL2–, H6YL22–.

Keywords: protolytic properties, aminomethylated calix[4]resorcinol, hydroxyethylidene diphosphonic acid, AMC-HEDP composition, pH-metric titration

Acknowledgments. The study was supported by the Russian Foundation for Basic Research (project no. 18-33-00441mol_a).

Figure Captions

Fig. 1. Curve of hydroxyethylidene diphosphonic acid titration in Brij-35 aqueous solution. СHEDP 1.09 mM, СBrij-35 10 mM.

Fig. 2. Dependence of distribution of HEDP ionized forms on pH in Brij-35 aqueous solution: 1 – H3L–, 2 – H2L2–, 3 – HL3–, 4 – (НL)26–, 5 – НL27–, 6 – L4–.

Fig. 3. Titration curve of aminomethylated calix[4]resorcinol in Brij-35 aqueous solution. СAMC 1 mM, СBrij-35 10 mM.

Fig. 4. Dependence of distribution of AMC ionized forms on pH in Brij-35 aqueous solution: 1 – HY+, 2 – HY2+, 3 – H2Y2+, 4 – H3Y3+, 5 – H4Y4+, 6 –Y0.

Fig. 5. Titration curve (a) and dependence of formation function (n) on pH in AMC-HEDP composition in Brij-35 solution. СAMC-HEDP 0.25 mM, СBrij-35 10 mM.

Fig. 6. Dependence of distribution of ionized mono- and dimeric (a) and mixed (b) forms of AMC-HEDP on pH in Brij-35 aqueous solution: 3 – H2Y2+, 4 – HY+, 5 – НY2+, 6 – Y0, 9 – H2L2–, 10 – НL3–, 11 – (НL)26–, 12 – НL27–; 14 – H16YL40, 15 – H15YL4–, 16 – H14YL42–, 17 – H13YL43–, 18 – H12YL44–, 19 – H7YL2–, 20 – H6YL22–.

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For citation: Burilova E.A., Nikitina T.V., Vagapova L.I., Nasirova Z.A., Solodov A.N., Shaiymova J.R., Amirov R.R. Protolytic properties of aminomethylated calix[4]resorcinol, hydroxyethylidene diphosphonic acid and their composition in aqueous micellar solutions. Uchenye Zapiski Kazanskogo Universiteta. Seriya Estestvennye Nauki, 2018, vol. 160, no. 2, pp. 185–199. (In Russian)

 

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