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Kinetic investigation on thermal decomposition of organophosphorous compounds

N,N-dimethyl-N′,N′-diphenylphosphorodihydrazidic and diphenyl amidophosphate

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Abstract

In this paper, the thermal behaviours of two organophosphorous compounds, N,N-dimethyl-N′,N′-diphenylphosphorodihydrazidic (NDD) and diphenyl amidophosphate (DPA), were studied by thermogravimetery (TG), differential thermal analysis (DTA) and differential scanning calorimetery (DSC) techniques under non-isothermal conditions. The results showed that NDD melts about 185 °C before it decomposes. NDD decomposition occurs in two continuous steps, in the 190–410 °C temperature range. First thermal degradation stage for NDD results a broad exothermic peak in the DTA curve that is continued with a small exothermic peak at the end of decomposition process. On the other hand, applying TG-DTA techniques indicates that DPA melts about 150 °C before it decomposes. This compound decomposes in the temperature range of 230 to 330 °C in two steps. These steps are endothermic and exothermic, respectively. Activation energy and pre-exponential factor for the first step of decomposition of each compound were found by means of Kissinger method and were verified by Ozawa–Flynn–Wall method. Activation energy obtained by Kissinger method for the first stage of NDD and DPA decompositions are 138 and 170 KJ mol−1, respectively. Finally, the thermodynamic parameters (ΔG #, ΔH # and ΔS #) for first step decomposition of investigated organophosphorous were determined.

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References

  1. Jamal E, Shashidhar N, Adrea M, William S. Prediction of organophosphorus acetylcholinesterase inhibition using three-dimensional quantitative structure-activity relationship (3D-QSAR) methods. Toxicol Sci. 2001;63:223.

    Article  Google Scholar 

  2. Kamil K, Jirl B, Jirl C, Jirl K. Synthesis of a new reactivator of tabun-inhibited etylcholinesterase. Bioorg Med Chem Lett. 2003;13:3545.

    Article  Google Scholar 

  3. Ghadimi S, Mousavi S, Javani Z. Structure-activity study of phosphoramido acid esters as acetylcholinesterasf inhibitors. J Enzym Inhib Med Chem. 2008;23:213.

    Article  CAS  Google Scholar 

  4. Hansch C, Deutsch E. The use of substitution constants in the study of structure–activity relationships in cholinesterase inhibitors. Biochim Biophys Acta. 1966;126:117.

    Article  CAS  Google Scholar 

  5. Hosa N, Radic Z, Tsigeling I, Berman H, Quinn D, Taylor P. Aspartate74 as a primary determinant in acetylcholinesterase governing specificity to cationic organophosphates. Biochem J. 1996;35:995.

    Google Scholar 

  6. Singh AK. Quantitative structure-activity relationships for phosphoramidothioate toxicity in housefly. Comp Biochem Phys A. 1999;123:241–55.

    CAS  Google Scholar 

  7. Basak S, Magnuson V, Niemi G, Regal R, Veith G. Topological indices: their nature, mutual relatedness, and applications. Math Model. 1986;8:300.

    Article  Google Scholar 

  8. Hosseini SG, Pourmortazavi SM, Hajimirsadeghi SS. Thermal decomposition of pyrotechnic mixtures containing sucrose with either potassium chlorate or potassium perchlorate. Combust Flame. 2005;141:322.

    Article  CAS  Google Scholar 

  9. Pourmortazavi SM, Hajimirsadeghi SS, Kohsari I, Fathollahi M, Hosseini SG. Thermal decomposition of pyrotechnic mixtures containing either aluminum or magnesium powder as fuel. Fuel. 2008;87:244.

    Article  CAS  Google Scholar 

  10. Pourmortazavi SM, Hosseini SG, Hajimirsadeghi SS, Fareghi Alamdari R. Investigation on thermal analysis of binary zirconium/oxidant pyrotechnic systems. Combust Sci Tech. 2008;180:2093.

    Article  CAS  Google Scholar 

  11. Pourmortazavi SM, Hajimirsadeghi SS, Hosseini SG. Characterization of the aluminum/potassium chlorate mixtures by simultaneous thermogravimetry—differential thermal analysis. J Therm Anal Calorim. 2006;84:557.

    Article  CAS  Google Scholar 

  12. Hajimirsadeghi SS, Teimouri MB, Rahimi-Nasrabadi M, Dehghanpour S. Non-isothermal kinetic study of the thermal decomposition of N-{bis[benzyl(methyl)amino]phosphoryl}-2,2-dichloroacetamide and N-{bis[dibenzylamino]phosphoryl}-2,2-dichloroacetamide. J Therm Anal Cal. 2009. doi: 10.1007/s10973-009-0293-z.

  13. Senneca O, Scherillo F, Nunziata A. Thermal degradation of pesticides under oxidative conditions. J Anal Appl Pyrolysis. 2007;80:61.

    Article  CAS  Google Scholar 

  14. Andreozzi R, Ialongo G, Marotta R, Sanchirico R. Thermal decomposition of ethyl parathion. J Loss Prevent Proc. 1999;12:315.

    Article  Google Scholar 

  15. Fathollahi M, Pourmortazavi SM, Hosseini SG. Particle size effects on thermal decomposition of energetic material. J Energ Mater. 2008;26:52.

    Article  CAS  Google Scholar 

  16. Bohn MA. Kinetic modeling of the concentrations of the stabilizer DPA and some of its consecutive products as function of time and temperature. J Therm Anal Calorim. 2001;65:103.

    Article  CAS  Google Scholar 

  17. Kohsari I, Pourmortazavi SM, Hajimirsadeghi SS. Non-isothermal kinetic study of the thermal decomposition of diaminoglyoxime and diaminofurazan. J Therm Anal Calorim. 2007;89:543.

    Article  CAS  Google Scholar 

  18. Eslami A, Hosseini SG, Pourmortazavi SM. Thermoanalytical investigation on some boron-fuelled binary pyrotechnic systems. Fuel. 2008;87:3339.

    Article  CAS  Google Scholar 

  19. Edmundson RS. Dictionary of organophosphorus compounds, Published by CRC Press, 1988, ISBN 0412257904, 9780412257902.

  20. Kissinger HE. Reaction kinetics in differential thermal analysis. Anal Chem. 1957;29:1702.

    Article  CAS  Google Scholar 

  21. Ozawa T. A new method of analyzing thermogravimetric data. Bull Chem Soc Jpn. 1965;38:1881.

    Article  CAS  Google Scholar 

  22. Hatakeyama T, Quinn FX. Thermal analysis: fundamentals and applications to polymer science. New York: Wiley; 1994.

    Google Scholar 

  23. Rong L, Binke N, Yuan W, Zhengquan Y, Rongzu H. Estimation of the critical temprature of thermal explosion for the highly nitrated nitrocellulose using non-isothermal DSC. J Therm Anal Calorim. 1999;58:369.

    Article  CAS  Google Scholar 

  24. Pineda EAG, Ferrarezi ADM, Ferrarezi JG, Hechenleitner AAW. Thermal decomposition of enalapril maleate studied by dynamic isoconversional method. J Therm Anal Calorim. 2005;79:259.

    Article  CAS  Google Scholar 

  25. ASTM E 698, Test methods for Arrhenius kinetic constants for thermally unstable materials.

  26. Pourmortazavi SM, Kohsari I, Teimouri MB, Hajimirsadeghi SS. Thermal behaviour kinetic study of the dihydroglyoxime and dichloroglyoxime. Mater Lett. 2007;61:4670.

    Article  CAS  Google Scholar 

  27. Criado JM, Perez-Maqueda LA, Sanchez-Jimenez PE. Dependence of the preexponential factor on temperature. J Therm Anal Calorim. 2005;82:671.

    Article  CAS  Google Scholar 

  28. Pourmortazavi SM, Hosseini SG, Rahimi-Nasrabadi M, Hajimirsadeghi SS, Momenian H. Effect of nitrate content on thermal decomposition of nitrocellulose. J Hazard Mater. 2009;162:1141.

    Article  CAS  Google Scholar 

  29. Krabbendam-LaHaye ELM, de Klerk WPC, Krämer RE. The kinetic behaviour and thermal stability of commercially available explosives. J Therm Anal Calorim. 2005;80:495.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Faculty of Material and Manufacturing Technologies, Malek Ashtar University of Technology, P.O. Box 16765-3345, Tehran, Iran

    M. R. Sovizi

  2. Department of Chemistry, Imam Hossein University, Tehran, Iran

    K. Anbaz

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  1. M. R. Sovizi
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  2. K. Anbaz
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Correspondence to M. R. Sovizi.

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Sovizi, M.R., Anbaz, K. Kinetic investigation on thermal decomposition of organophosphorous compounds. J Therm Anal Calorim 99, 593–598 (2010). https://doi.org/10.1007/s10973-009-0502-9

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