Synthesis of water-soluble zinc( ii ) nitrilotris(methylenephosphonate). Molecular structure of bis(4-carboxyphenylamini
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Russian Chemical Bulletin, International Edition, Vol. 69, No. 9, pp. 1778—1788, September, 2020
Synthesis of water-soluble zinc(II) nitrilotris(methylenephosphonate). Molecular structure of bis(4-carboxyphenylaminium) nitrilotris(methylenephosphonate) dihydrate* V. V. Semenov,а N. V. Zolotareva,а B. I. Petrov,а N. M. Lazarev,а O. V. Novikova,а E. V. Baranov,а E. N. Razov,b,с N. A. Kodochilova,d and A. O. Ivanenkovad аG.
A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, 49 ul. Tropinina, 603950 Nizhny Novgorod, Russian Federation. Fax: +7 (831) 462 7497. E-mail: [email protected] bN. I. Lobachevsky National Reseach State University of Nizhny Novgorod, 5 korp., 23 prosp. Gagarina, 603950 Nizhny Novgorod, Russian Federation cInstitute for Mechanical Engineering Problems, Russian Academy of Sciences, Branch of the "Federal Research Center Institute of Applied Physics of RAS", 85 ul. Belinskogo, 603024 Nizhny Novgorod, Russian Federation. Fax: +7 (831) 432 0300. E-mail: [email protected] dNizhny Novgorod Research Agricultural Institute – Branch of "Federal Agricultural Research Center of the North-East named N. V. Rudnitskogo", 38 ul. Tsentral´naya, 607686 Nizhny Novgorod region, Kstovo district, s.p. Breeding station. Fax: +7 (831) 456 5377. E-mail: [email protected] Nitrilotris(methylenephosphonic)acid N[CH2P(O)(OH)2]3 (H6L) reacts with zinc oxide in an aqueous medium to give a poorly soluble polymeric crystalline salt (ZnH4L)n. The reaction proceeds through the intermediate formation of a soluble monomer complex ZnH4L. The water-soluble amorphous forms of the coordination compound used as microfertilizers were obtained by treatment of a suspension of this salt with 2-aminoethanol, 2-amino-2-(hydroxymethyl)propane-1,3-diol, 2,2´-(ethylenedioxy)bis(ethylamine). p-Aminobenzoic acid H2NC6H4COOH reacts in an aqueous solution with hexabasic nitrilotrimethylenephosphonic acid, as well as with the monomeric complex ZnH4L, giving crystals of bis(4-carboxyphenylaminium) nitrilotris(methylenephosphonate) dihydrate H4L2−•2(H3N—C6H4—COOH)+•2H2O. The compounds were investigated by elemental analysis, IR and UV spectroscopy, X-ray phase analysis and X-ray diffraction analysis. Tests of the water-soluble complex with 2-aminoethanol ZnHL3−•3(H3NCH2CH2OH)+•2H2O in the laboratory experiment with seeds of two agricultural crops showed a positive agronomic effect. Key words: nitrilotris(methylenephosphonic) acid, zinc oxide, 2-aminoethanol, 2-amino2-(hydroxymethyl)propane-1,3-diol, 2,2´-(ethylenedioxy)bis(ethylamine), p-aminobenzoic acid, microfertilizers.
Phosphorus-containing coordination compounds of manganese, iron, cobalt, copper and zinc in the composition of complex micronutrient fertilizers manifest higher efficiency1 in comparison with the corresponding inorganic salts of these metals. At the same time, many of them have low solubility in an aqueous medium, which hinders the use of these compounds as microfertilizers. In order to increase it, we proposed to use the so-called solubi
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