Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton Fabric

Countless hours of research and studies on triazine, phosphonate, and their combination have provided insightful information into their flame retardant properties on polymeric systems. However, a limited number of studies shed light on the mechanism of flame retardancy of their combination on cotton...

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Main Authors: Monique M. Nguyen, M. Sameer Al-Abdul-Wahid, Krystal R. Fontenot, Elena E. Graves, SeChin Chang, Brian D. Condon, Casey C. Grimm, Gary A. Lorigan
Format: Article
Language:English
Published: MDPI AG 2015-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/6/11236
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spelling doaj-d0dffb0b84a9437daa1511e348cb8d802020-11-24T21:27:16ZengMDPI AGMolecules1420-30492015-06-01206112361125610.3390/molecules200611236molecules200611236Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton FabricMonique M. Nguyen0M. Sameer Al-Abdul-Wahid1Krystal R. Fontenot2Elena E. Graves3SeChin Chang4Brian D. Condon5Casey C. Grimm6Gary A. Lorigan7Cotton Chemistry and Utilization Research, United States Department of Agriculture, 1100 Robert E. Lee Blvd. New Orleans, LA 70124, USADepartment of Chemistry and Biochemistry, Miami University, 701 E. High St. Oxford, OH 45056, USACotton Chemistry and Utilization Research, United States Department of Agriculture, 1100 Robert E. Lee Blvd. New Orleans, LA 70124, USACotton Chemistry and Utilization Research, United States Department of Agriculture, 1100 Robert E. Lee Blvd. New Orleans, LA 70124, USACotton Chemistry and Utilization Research, United States Department of Agriculture, 1100 Robert E. Lee Blvd. New Orleans, LA 70124, USACotton Chemistry and Utilization Research, United States Department of Agriculture, 1100 Robert E. Lee Blvd. New Orleans, LA 70124, USACotton Chemistry and Utilization Research, United States Department of Agriculture, 1100 Robert E. Lee Blvd. New Orleans, LA 70124, USADepartment of Chemistry and Biochemistry, Miami University, 701 E. High St. Oxford, OH 45056, USACountless hours of research and studies on triazine, phosphonate, and their combination have provided insightful information into their flame retardant properties on polymeric systems. However, a limited number of studies shed light on the mechanism of flame retardancy of their combination on cotton fabrics. The purpose of this research is to gain an understanding of the thermal degradation process of two triazine-phosphonate derivatives on cotton fabric. The investigation included the preparation of diethyl 4,6-dichloro-1,3,5-triazin-2-ylphosphonate (TPN1) and dimethyl (4,6-dichloro-1,3,5-triazin-2-yloxy) methyl phosphonate (TPN3), their application on fabric materials, and the studies of their thermal degradation mechanism. The studies examined chemical components in both solid and gas phases by using attenuated total reflection infrared (ATR-IR) spectroscopy, thermogravimetric analysis coupled with Fourier transform infrared (TGA-FTIR) spectroscopy, and 31P solid state nuclear magnetic resonance (31P solid state NMR), in addition to the computational studies of bond dissociation energy (BDE). Despite a few differences in their decomposition, TPN1 and TPN3 produce one common major product that is believed to help reduce the flammability of the fabric.http://www.mdpi.com/1420-3049/20/6/11236triazine-phosphonatethermal degradationmechanismATR-IRTGA-FTIR31P solid state NMRphosphoric acid
collection DOAJ
language English
format Article
sources DOAJ
author Monique M. Nguyen
M. Sameer Al-Abdul-Wahid
Krystal R. Fontenot
Elena E. Graves
SeChin Chang
Brian D. Condon
Casey C. Grimm
Gary A. Lorigan
spellingShingle Monique M. Nguyen
M. Sameer Al-Abdul-Wahid
Krystal R. Fontenot
Elena E. Graves
SeChin Chang
Brian D. Condon
Casey C. Grimm
Gary A. Lorigan
Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton Fabric
Molecules
triazine-phosphonate
thermal degradation
mechanism
ATR-IR
TGA-FTIR
31P solid state NMR
phosphoric acid
author_facet Monique M. Nguyen
M. Sameer Al-Abdul-Wahid
Krystal R. Fontenot
Elena E. Graves
SeChin Chang
Brian D. Condon
Casey C. Grimm
Gary A. Lorigan
author_sort Monique M. Nguyen
title Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton Fabric
title_short Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton Fabric
title_full Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton Fabric
title_fullStr Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton Fabric
title_full_unstemmed Understanding the Mechanism of Action of Triazine-Phosphonate Derivatives as Flame Retardants for Cotton Fabric
title_sort understanding the mechanism of action of triazine-phosphonate derivatives as flame retardants for cotton fabric
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2015-06-01
description Countless hours of research and studies on triazine, phosphonate, and their combination have provided insightful information into their flame retardant properties on polymeric systems. However, a limited number of studies shed light on the mechanism of flame retardancy of their combination on cotton fabrics. The purpose of this research is to gain an understanding of the thermal degradation process of two triazine-phosphonate derivatives on cotton fabric. The investigation included the preparation of diethyl 4,6-dichloro-1,3,5-triazin-2-ylphosphonate (TPN1) and dimethyl (4,6-dichloro-1,3,5-triazin-2-yloxy) methyl phosphonate (TPN3), their application on fabric materials, and the studies of their thermal degradation mechanism. The studies examined chemical components in both solid and gas phases by using attenuated total reflection infrared (ATR-IR) spectroscopy, thermogravimetric analysis coupled with Fourier transform infrared (TGA-FTIR) spectroscopy, and 31P solid state nuclear magnetic resonance (31P solid state NMR), in addition to the computational studies of bond dissociation energy (BDE). Despite a few differences in their decomposition, TPN1 and TPN3 produce one common major product that is believed to help reduce the flammability of the fabric.
topic triazine-phosphonate
thermal degradation
mechanism
ATR-IR
TGA-FTIR
31P solid state NMR
phosphoric acid
url http://www.mdpi.com/1420-3049/20/6/11236
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