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Synthesis and plant growth modulation of tris (2-hydroxyethyl)ammonium boron-containing compounds

https://doi.org/10.20914/2310-1202-2017-4-165-174

Abstract

To develop boron deficiency treatment composite preparations for significant agricultural crops tris(2-hydroxyethyl)ammonium complexes containing boron and lower dicarboxylic acid (C2-C4) anions were synthesized and characterized. It was shown, that formation and stabilization of complexes containing a greater number of carbon atoms or intermolecular ?- conjugation (e.g. maleic acid) is related to space and electrostatical hurdles, respectively. According to NMR spectroscopy, in case of tartaric acid complex vicinal hydroxyl bounding with boron was found. The preexisted boratrane azeotropic water distillation synthetic method was modernized (videlicet optimal solvent mixture and raw materials ratio were chosen). Various triethanolamine and boric acid reaction mediums, i.e. nonpolar (toluene), polar aprotic (dimethylsulphoxide), protic (isopropanol, 2-butanol) solvents and their mixtures, were tested. In the issue optimal synthetic method, utilizing isopropanol/2-butanol mixture in ratio 3 to 1, was elaborated. In comparison to standard azeotropic water-isopropanol distillation the yield of the process was exceeded to 12.08% (from 82.70% to 94.78%) and low impurity concentrations in product was committed. Besides alternative laboratory solvent-free boratrane synthetic method was developed and optimal rinsing fluid composition was found. During agricultural experiments substance effectiveness in germination power and germinability of beet seeds and productivity of sugar beet was studied. Boratrane was found to be slightly effective for seed germinability stimulation. Boratrane-containing composition (i.e. boratrane + tris(2-hydroxyethyl)ammonium o-cresoxyacetate + 1-chloromethylsilatrane) was shown to have the best results in apical root length, average root-crop and average plant weigth increasing in comparison with the control.

About the Authors

I. A. Dain
Joint Stock Company GNIIChTEOS
Russian Federation
Junior Researcher, laboratory 14/2, shosse Entuziastov 38, Moscow 111123, Russia


S. V. Loginov
Joint Stock Company GNIIChTEOS
Dr. Sci. (Chem.), Leading Researcher, Laboratory 14/2, shosse Entuziastov 38, Moscow 111123, Russia


A. V. Lebedev
Joint Stock Company GNIIChTEOS
Dr. Sci. (Chem.), Leading Researcher, Laboratory 14/2, shosse Entuziastov 38, Moscow 111123, Russia


P. A. Storozhenko
Joint Stock Company GNIIChTEOS
Dr. Sci. (Chem.), Corresponding Member of Russian Academy of Sciences, interim general manager, shosse Entuziastov 38, Moscow 111123, Russia


References

1. Chen M., Mishra S., Heckathorn S.A., Frantz J.M. et al. Proteomic analysis of Arabidopsis thaliana leaves in response to acute boron deficiency and toxicity reveals effects on photosynthesis, carbohydrate metabolism, and protein synthesis. Journal of Plant Physiology. 2014. vol. 171. no. 3. pp. 235–242.

2. Brown P.H., Bellaloui N., Wimmer M.A., Bassil E.S. et al. Boron in Plant Biology. Plant Biology. 2002. vol. 4. pp. 205–223.

3. Abreu I., Poza L., Bonilla I., Bola?os L. Boron deficiency results in early repression of a cytokinin receptor gene and abnormal cell differentiation in the apical root meristem of Arabidopsis thaliana // Plant Physiology and Biochemistry. 2014. vol. 77. pp. 117–121.

4. Koshiba T., Kobayashi M., Ishihara A., Matoh T. Boron nutrition of cultured tobacco BY2 cells. VI. Calcium is involved in early responses to boron deprivation // Plant and Cell Physiology. 2010. vol. 51. no. 2. pp. 323–327.

5. Goldbach H.E., Wimmer M.A. Boron in plants and animals: Is there a role beyond cell-wall structure? // Zeitschrift f?r Pflanzenern?hrung und Bodenkunde. 2007. vol. 170. pp. 39–48.

6. Cong X., Jiang X., Huang M. – J., Zhong M. et al. Mechanism of cell wall loosening of cherry radish by the method of immunochemistry // Journal of South China Agricultural University. 2015. vol. 46. no. 3. pp. 397–400.

7. Pernak J., Syguda A., Janiszewska D., Materna K. et al. Ionic liquids with herbicidal anions // Tetrahedron. 2011. vol. 67. pp. 4838–4844.

8. Herrera-Rodr?guez M.B., Gonz?lez-Fontes A., Rexach J., Camacho-Crist?bal J.J. et al. Role of Boron in Vascular Plants and Response Mechanisms to Boron Stresses // Plant Stress. 2010. vol. 4 (2). pp. 115–122.

9. D?az-?lvarez A.E., Francos J., Lastra-Barreira B., Crochet P. et al. Glycerol and derived solvents: new sustainable reaction media for organic synthesis // Chemical Communications. 2011. vol. 47. pp. 6208–6227.

10. Xiang H., Shi P., Bhattacharya P., Chen X. et al. Enhanced charging capability of lithium metal batteries based on lithium bis(trifluoromethanesulfonyl)imide-lithium bis(oxalato)borate dual-salt electrolytes // Journal of Power Sources. 2016. vol. 318. pp. 170–177.

11. Wang Ch., Liang T., Wei Ch. Synthesis and characterization of triethanolamine borate // Advanced Materials Research. 2013. vol. 709. pp. 28–31.

12. Karlov S.S., Selina A.A., Chernyshova E.S., Oprunenko Y.F. et al. Synthesis and characterization of metallatranes with phenyl substituents in atrane cage // Inorganica Chimica Acta. 2007. vol. 360. pp. 563–578.

13. Bolgova Y.I., Kuznetsova G.A., Trofimova O.M., Voronkov M.G. Convenient and Fast Synthesis of Boratrane in Water Medium // Chemistry of Heterocyclic Compounds. 2013. vol. 49 (8). pp. 1246–1248.


Review

For citations:


Dain I.A., Loginov S.V., Lebedev A.V., Storozhenko P.A. Synthesis and plant growth modulation of tris (2-hydroxyethyl)ammonium boron-containing compounds. Proceedings of the Voronezh State University of Engineering Technologies. 2017;79(4):165-174. (In Russ.) https://doi.org/10.20914/2310-1202-2017-4-165-174

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ISSN 2226-910X (Print)
ISSN 2310-1202 (Online)