Synthesis and Structure Determination of Novel Derivative of Cyclotriphosphazene with Phloroglusine Ligand with Two Protected Position

Document Type: Research Article


1 Iranian Institute of Research and Development in Chemicals Industries, (IRDCI)-ACECR, Karaj, I.R. IRAN

2 Department of Chemistry, Faculty of Science, Shahid Chamran University of Ahvaz, Ahvaz, I.R. IRAN


In this study, we have been involved in the synthesis and characterization studies of a new cyclotriorganophosphazenes complex with protected phloroglusine ligand. Firstly,we synthesized hexachlorocyclotirphosphazene from ammonium chloride and phosphorus pentachloride reaction and then two hydroxyl groups of the phloroglusine ligand were protected with methyl iodide and tosyl chloride. Finally, the deprotonated and protected phloroglusine was reacted as an oxygen-containing ligand with hexachlorocyclotriphosphazene in the ratio of 6:1 in THF as a solvent, All of Cl atoms were substituted with hydroxyl groups of ligand to give a new product. This product identified by a series of spectroscopic techniques including FT-IR,31P NMR, 13C NMR, 1H NMR and mass spectrometry


Main Subjects

[1] Allcock H.R., “Phosphorus- Nitrogen Compounds”, Elsevier, New York (2012).

[3] Allcock, H. R., Primrose, A. P., Silverberg, E. N., Visscher, K. B., Rheingold, A. L., Guzei, I. A., Parvez, M., Synthesis and Crystal Structure of Tris(9,10-phenanthrenedioxy) cyclotriphosphazene. A New Clathration System, Chem. Mater., 12(9): 2530-2536 (2000).

[4] Steinman R., Schirmer Jr F. B., Audrieth L. F., The Preparation and Physical Properties of Trimeric Phosphonitrilic Chloride, J. Am. Chem. Soc, 64(10): 2377-2378 (1942).

[5] Gleria M., De Jaeger R., “Synthesis and Characterization of ploy(organophosphazenes)”, Nova Science Publishers, New York (2004).

[6] Gleria M., De Jaeger R., “Applicative Aspects of Ploy(Organophosphazenes)”, Nova Science Publishers, New York (2004).

[9] Allen, C. W., & Worley, S. D., Synthesis of Alkyl and Aryl Phosphazene High Polymers, J. Am. Chem. Soc., 99(18): 6095-6096 (1977).

[9] Monge S, David G., “Phosphorus-Base Polymers from Synthesis to Application”, Royal Society of Chemistry, UK (2014).

[10] Gleria M., De Jaeger R., "Phosphazenes, a Worldwide Insight", Nova Science Publishers, New York (2004).

[11] Allcock H.R., Recent Advances in Phosphazene (Phosphonitrilic) Chemistry, Chem. Rev., 72(4): 315-356 (1972).

[12] Allcock H.R., Levin M.L., Austin P.E., Quaternized Cyclic and High Polymeric Phosphazenes and Their Interactions with Tetracyanoquinodimethane, Inorg. Chem., 25(14): 2281-2288 (1986).

[13] Khazaei A., Mehdipour E., Roodpeyma B, Poly(P-N-Chlorostyrenesulphonamide): A New and Efficient Chlorinating Agent for Aromatic Rings, Iran. J. Chem Chem. Eng. (IJCCE), 14: 75-80 (1995).