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Fire Self-Extinguishing Cotton Fabric: Development of Piperazine Derivatives Containing Phosphorous-Sulfur-Nitrogen and Their Flame Retardant and Thermal Behaviors

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Recent studies have shown interest in flame retardants containing phosphorus, nitrogen and sulfur a combination small molecule with a promising new approach in preparing an important class of flame retardant materials. Tetraethyl piperazine-1,4-diyldiphosphonate (TEPP) and O,O,O’,O’- tetramethyl piperazine-1,4-diyldiphosphonothioate (TMPT), based on Piperazine derivatives, were prepared successfully and their structures were proved by means of 1H, 13C and 31P NMR. Cotton twill fabric was treated with both compounds to provide different add-on levels. Thermogravimetric Analysis (TGA), microscale combustion calorimeter (MCC), vertical and 45° flame test and limiting oxygen index (LOI) were performed on the treated cotton fabrics and showed promising results. When the treated twill fabrics (5 wt% - 7 wt% add-ons) were tested using the vertical flammability test (ASTMD6413-11), we observed that the ignited fabrics self extinguished and left behind a streak of char. Limiting oxygen index (LOI, ASTM 2863-09) was utilized to determine the effectiveness of the flame retardant on the treated fabrics. LOI values increased from 18 vol% oxygen in nitrogen for untreated twill fabric to a maximum of 30 vol% for the highest add-on of twill. Furthermore, Scanning Electron Microscope (SEM), Attenuated Total Reflection-Infrared (ATR-IR), and Thermogravimetric Analysis-Fourier Transform Infrared (TGA-FTIR) spectroscopy were employed to characterize the chemical structure on the treated fabrics, as well as, the surface morphology of char areas of treated and untreated fabrics. Additionally, analysis of the release gas products by TGA-FTIR shows some distinctive detail in the degradation of the treated fabrics during the burning process.
Cite this paper
Nguyen, T. , Chang, S. , Condon, B. and Smith, J. (2014) Fire Self-Extinguishing Cotton Fabric: Development of Piperazine Derivatives Containing Phosphorous-Sulfur-Nitrogen and Their Flame Retardant and Thermal Behaviors. Materials Sciences and Applications, 5, 789-802. doi: 10.4236/msa.2014.511079. 

[1] Bryne, C. (2000) Handbook of Technical Textiles. Woodhead Publishing Ltd. and CRC Press LLC, England and Florida.
[2] Horrocks, A.R. (2011) Flame Retardant Challenges for Textiles and Fibres: New Chemistry versus Innovatory Solutions. Polymer Degradation and Stability, 96, 377-392.
http://www.sciencedirect.com/science/article/pii/S0141391010001564
http://dx.doi.org/10.1016/j.polymdegradstab.2010.03.036
[3] Weil, E.D. and Levchik, S.V. (2008) Flame Retardants in Commercial Use or Development for Textiles. Journal of Fire Sciences, 26, 243-281.
http://jfs.sagepub.com/content/26/3/243.abstract
http://dx.doi.org/10.1177/0734904108089485
[4] Hendrix, J.E., Bostic, J.E., Olson, E.S. and Barker, R.H. (1970) Pyrolysis and Combustion of Cellulose. I. Effects of Triphenyl Phosphate in the Presence of Nitrogenous Bases. Journal of Applied Polymer Science, 14, 1701-1723.
http://dx.doi.org/10.1002/app.1970.070140705
[5] Reeves, W.A., Perkins, R.M., Piccolo, B. and Drake, G.L. (1970) Some Chemical and Physical Factors Influencing Flame Retardancy. Textile Research Journal, 40, 223-231.
http://trj.sagepub.com/content/40/3/223.abstract
http://dx.doi.org/10.1177/004051757004000304
[6] Yang, C.Q. and Qiu, X. (2007) Flame-Retardant Finishing of Cotton Fleece Fabric: Part I. The Use of a HydroxyFunctional Organophosphorus Oligomer and Dimethyloldihydroxylethyleneurea. Fire and Materials, 31, 67-81.
http://dx.doi.org/10.1002/fam.926
[7] Grumping, R., Opel, M. and Petersen, M. (2007) Brominated Dioxins and Brominated Flame Retardants in Irish Cow’s Milk. Organohalogen Compounds, 69, 912-915.
[8] Kishore, K. and Mohandas, K. (1982) Action of Phosphorus Compounds on Fire-Retardancy of Cellulosic Materials: A Review. Fire and Materials, 6, 54-58.
http://dx.doi.org/10.1002/fam.810060203
[9] Hidersinn, R. (1977) Fire Retardancy. In: Bikales, N.M. and Mark, H.F., Eds., Encyclopedia of Polymer Science and Technology, John Wiley & Sons, Inc., New York, 270.
[10] Standard Test Method for Flame Resistance of Textiles (Vertical Test) (2011) American Society for Standards and Testing, ASTM D-6413-11.
[11] Standard Test Method for Flame Resistance of Textiles (2001) American Society for Standards and Testing, ASTM D-1230-01.
[12] Minimum Oxygen Concentration to Support Candle-Like Combustion (2009) American Society for Standards and Testing, ASTM D 2863-09.
[13] Nguyen, T.-M., Chang, S. and Condon, B. (2014) The Comparison of Differences in Flammability and Thermal Degradation between Cotton Fabrics Treated with Phosphoramidate Derivatives. Polymers for Advanced Technologies, 25, 665-672.
http://dx.doi.org/10.1002/pat.3268
[14] Nguyen, T.-M., Chang, S., Condon, B., Slopek, R., Graves, E. and Yoshioka-Tarver, M. (2013) Structural Effect of Phosphoramidate Derivatives on the Thermal and Flame Retardant Behaviors of Treated Cotton Cellulose. Industrial & Engineering Chemistry Research, 52, 4715-4724.
http://dx.doi.org/10.1021/ie400180f
[15] Quin, L.D. and Williams, A.J. (2004) Practical Interpretation of P-31 NMR Spectra and Computer-Assisted Structure Verification. Advanced Chemistry Development, Inc., Toronto.
[16] Koo, I.-S., Ali, D., Yang, K.-Y., Park, Y., Wardlaw, D.M. and Buncel, E. (2008) Theoretical Study of 31 P NMR Chemical Shifts for Organophosphorus Esters, Their Anions and O,O-Dimethylthiophosphorate Anion with Metal Complexes. Bulletin of the Korean Chemical Society, 29, 2252-2258.
http://dx.doi.org/10.5012/bkcs.2008.29.11.2252
[17] Tesoro, G.C. (1967) Flame Retardants for Cotton Fabrics. Textilveredlung, 2, 435-440.
[18] Horrocks, A.R. (1986) Flame-Retardant Finishing of Textiles. Review of Progress in Coloration and Related Topics, 16, 62-101.
http://dx.doi.org/10.1111/j.1478-4408.1986.tb03745.x
[19] Huntsman (2012) Textile Effects, PYROVATEX® CP NEW, PYROVATEX® CP-LF. Handbook for Technicians— Flame Retardants.
[20] Shagidullin, R.R., Chernova, A.V., Vinogradova, V.S. and Mukhametow, F.S. (1990) Atlas of IR Spectra of Organophosphorus Compounds. Nauka and Kluwer Academic, Moscow and Boston.
http://dx.doi.org/10.1007/978-94-011-3788-1
[21] Amir, A., Sayer, A.H., Zagalsky, R., Shimon, L.J.W. and Fischer, B. (2012) O,O’-Diester Methylenediphosphonotetrathioate: Synthesis, Characterization, and Potential Applications. The Journal of Organic Chemistry, 78, 270-277.
http://dx.doi.org/10.1021/jo301786m
[22] Chen, Y., Frendi, A., Tewari, S.S. and Sibulkin, M. (1991) Combustion Properties of Pure and Fire-Retarded Cellulose. Combustion and Flame, 84, 121-140.
http://www.sciencedirect.com/science/article/pii/001021809190042A
http://dx.doi.org/10.1016/0010-2180(91)90042-A
[23] Faroq, A.A., Price, D., Milnes, G.J. and Horrocks, A.R. (1994) Thermogravimetric Analysis Study of the Mechanism of Pyrolysis of Untreated and Flame Retardant Treated Cotton Fabrics under a Continuous Flow of Nitrogen. Polymer Degradation and Stability, 44, 323-333.
http://www.sciencedirect.com/science/article/pii/0141391094900914
http://dx.doi.org/10.1016/0141-3910(94)90091-4
[24] Nguyen, T.-M., Chang, S., Condon, B. and Slopek, R. (2012) Synthesis of a Novel Flame Retardant Containing Phosphorus-Nitrogen and Its Comparison for Cotton Fabric. Fibers Polym, 13, 963-970.
http://dx.doi.org/10.1007/s12221-012-0963-5
[25] Chen, Y., Peng, H., Li, J., Xia, Z. and Tan, H. (2014) A Novel Flame Retardant Containing Phosphorus, Nitrogen, and Sulfur. Journal of Thermal Analysis and Calorimetry, 115, 1639-1649.
http://dx.doi.org/10.1007/s10973-013-3461-0
[26] Feng, J., Hao, J. and Du, J. (2012) Some Developments in Halogen-Free Flame Retardancy of Polycarbonate and Its Blends. In: Morgan, A.B., Wilkie, C.A. and Nelson, G.L., Eds., Fire and Polymers VI: New Advances in Flame Retardant Chemistry and Science, American Chemical Society, Washington DC, 113-122.
[27] Aoki, D. and Nishio, Y. (2010) Phosphorylated Cellulose Propionate Derivatives as Thermoplastic Flame Resistant/ Retardant Materials: Influence of Regioselective Phosphorylation on Their Thermal Degradation Behaviour. Cellulose, 17, 963-976.
http://dx.doi.org/10.1007/s10570-010-9440-8
[28] Wang, S., Liu, Q., Luo, Z., Wen, L. and Cen, K. (2007) Mechanism Study on Cellulose Pyrolysis Using Thermogravimetric Analysis Coupled with Infrared Spectroscopy. Frontiers of Energy and Power Engineering in China, 1, 413419.
http://dx.doi.org/10.1007/s11708-007-0060-8
[29] Shen, D.K. and Gu, S. (2009) The Mechanism for Thermal Decomposition of Cellulose and Its Main Products. Bioresource Technology, 100, 6496-6504.
http://www.sciencedirect.com/science/article/pii/S0960852409007718
http://dx.doi.org/10.1016/j.biortech.2009.06.095
[30] Nguyen, T.-M., Chang, S., Condon, B., Thomas, T.P. and Azadi, P. (2014) Thermal Decomposition Reaction of Cotton Fabric Treated with Piperazine-Phosphonates Derivatives. Journal of Analytical and Applied Pyrolysis.
[31] Arana, J., Dona-Rodriguez, J.M., Cabo, C.G.I., González-Diaz, O., Herrera-Melián, J.A. and Pérez-Pena, J. (2004) FTIR Study of Gas-Phase Alcohols Photocatalytic Degradation with TiO2 and AC-TiO2. Applied Catalysis B: Environmental, 53, 221-232.
http://www.sciencedirect.com/science/article/pii/S0926337304003352
[32] Garrigues, J.M., Pérez-Ponce, A., Garrigues, S. and de la Guardia, M. (1997) Direct Determination of Ethanol and Methanol in Liquid Samples by Means of Vapor Phase-Fourier Transform Infrared Spectroscopy. Vibrational Spectroscopy, 15, 219-228.
http://www.sciencedirect.com/science/article/pii/S0924203197000386
http://dx.doi.org/10.1016/S0924-2031(97)00038-6
[33] Coldea, T.E., Socaciu, C., Fetea, F., Ranga, F., Pop, R.M. and Florea, M. (2013) Rapid Quantitative Analysis of Ethanol and Prediction of Methanol Content in Traditional Fruit Brandies from Romania, Using FTIR Spectroscopy and Chemometrics. Notulae Botanicae Horti Agrobotanici Cluj-Napoca, 41, 143-149.
[34] http://webbook.nist.gov/cgi/cbook.cgi?ID=7446-09-5&Type=
[35] Song, Y., Liu, Z., Mao, H.-K., Hemley, R.J. and Herschbach, D.R. (2005) High-Pressure Vibrational Spectroscopy of Sulfur Dioxide. The Journal of Chemical Physics, 122, Article ID: 174511.
http://scitation.aip.org/content/aip/journal/jcp/122/17/10.1063/1.1883405
[36] Nguyen, T.-M.D., Chang, S., Condon, B., Uchimiya, M., Graves, E., Smith, J., Easson, M. and Wakelyn, P. (2012) Synthesis and Characterization of a Novel Phosphorus-Nitrogen-Containing Flame Retardant and Its Application for Textile. Polymers for Advanced Technologies, 23, 1036-1044.
http://dx.doi.org/10.1002/pat.2008
[37] Nelson, M. (2002) Combustion of Polymers. Oxygen-Index Methods.
http://www.uow.edu.au/~mnelson/review.dir/oxygen.html
[38] NatureWorks, L. (2004) Furnishings Flammability Characteristics.
http://www.natureworksllc.com/~/media/Technical_Resources/Fact_Sheets/Fibers/FactSheet_HomeTextiles_
FurnishingsFlammabilityCharacteristics_pdf.pdf                eww141007lx
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