SYNTHESIS AND SOLUBILITIES OF 3,9-DIPYROLIDINO-2,4,8,10-TETRAOXA-3,9-DIPHOSPHASPIRO[5.5]UNDECANE-3,9-DIOXIDE IN SELECTED SOLVENTS

Abstract

A flame retardant with enhanced phosphorus-nitrogen content, 3,9-dipyrolidino-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane-3,9-dioxide (DTDP) was synthesized by the reaction of 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5,5]undecane (SPDPC) with pyrrole. The structure and the thermal stability of the compound were characterized by infrared spectroscopy (IR), nuclear magnetic resonance (¹H NMR and ¹³C NMR), mass spectroscopy (MS), elemental analysis, and thermogravimetric analysis (TGA). Using a static analytical method, the solubilities of DTDP in N,N-dimethylformamide (DMF) in the temperature range from 302.80 to 362.05 K and in water in the temperature range from 303.65 to 360.75 K were determined. The solubilities of DTDP in ethanol, acetonitrile, acetone, acetic ester, and DMF + water binary mixtures were also measured for comparison. The solubility data were correlated with an empirical equation.

Keywords:

• Flame retardant
• Solubility
• Static analytical method
• Synthesis
• Thermal decomposition

Notes

^a Density and refetractive index data were taken from Gokel (2006).

^b Experimental values.