Journal of Solution Chemistry

, Volume 47, Issue 3, pp 528–543 | Cite as

Thermodynamic Study on the Protonation and Na+, Ca2+, Mg2+-Complexation of a Biodegradable Chelant (HEIDA) at Different Ionic Strengths and Temperatures

  • Kavosh Majlesi
  • Clemente Bretti
  • Rosalia Maria Cigala
  • Concetta De Stefano
  • Kimia Majlesi
  • Silvio Sammartano


A potentiometric method has been used for the determination of the protonation constants of N-(2-hydroxyethyl)iminodiacetic acid (HEIDA or L) at various temperatures 283.15 ≤ T/K ≤ 383.15 and different ionic strengths of NaCl(aq), 0.12 ≤ I/mol·kg−1 ≤ 4.84. Ionic strength dependence parameters were calculated using a Debye–Hückel type equation, Specific Ion Interaction Theory and Pitzer equations. Protonation constants at infinite dilution calculated by the SIT model are \( \log_{10} \left( {{}^{T}K_{1}^{\text{H}} } \right) = 8.998 \pm 0.008 \) (amino group), \( \log_{10} \left( {{}^{T}K_{2}^{\text{H}} } \right) = 2.515 \pm 0.009 \) and \( \log_{10} \left( {{}^{T}K_{3}^{\text{H}} } \right) = 1.06 \pm 0.002 \) (carboxylic groups). The formation constants of HEIDA complexes with sodium, calcium and magnesium were determined. In the first case, the formation of a weak complex species, NaL, was found and the stability constant value at infinite dilution is log10KNaL = 0.78 ± 0.23. For Ca2+ and Mg2+, the CaL, CaHL, CaL2 and MgL species were found, respectively. The calculated stability constants for the calcium complexes at T = 298.15 K and I = 0.150 mol·dm−3 are: log10βCaL = 4.92 ± 0.01, log10βCaHL = 11.11 ± 0.02 and \( \log_{10} \beta_{\text{Ca{L}}_{2}} \) = 7.84 ± 0.03, while for the magnesium complex (at I = 0.176 mol·dm−3): log10βMgL = 2.928 ± 0.006. Protonation thermodynamic functions have also been calculated and interpreted.


HEIDA Biodegradable ligands Protonation constant Stability constant Ionic strength dependence Temperature dependence 



Kavosh Majlesi thanks the Islamic Azad University, Science and Research Branch, Tehran, Iran for financial support through Research Project No. 20332.

Supplementary material

10953_2018_734_MOESM1_ESM.docx (28 kb)
Supplementary material 1 (DOCX 27 kb)


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Authors and Affiliations

  1. 1.Department of Chemistry, Science and Research BranchIslamic Azad UniversityTehranIran
  2. 2.Dipartimento di Scienze Chimiche, Biologiche, Farmaceutiche ed AmbientaliUniversità degli Studi di MessinaMessina (Vill. S. Agata)Italy
  3. 3.Private LaboratoryTehranIran

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