Thermal degradation of tri-n-butyl phosphate

Bruneau, Christian; Soyer, N.; Brault, Auguste; Kerfanto, Michel

doi:10.1016/0165-2370(81)80027-7

Cited by 13 publications

(5 citation statements)

References 5 publications

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“…Baumgarten et al investigated the thermal decomposition behavior of five alkyl phosphates and found that olefins are predominantly produced, accompanied by extensive rearrangement of the olefinic double bond. Other researchers have found that degradation of alkyl phosphates during pyrolysis involves the cleavage of CO bonds. − It should be noted here that aromatic free-radicals are generated only during the decomposition of lignin (from lignocellulosic biomass). These free-radicals can react with P-containing compounds and influence the decomposition pathways of OPEs. , …”

Section: Introductionmentioning

confidence: 82%

Thermochemical Behavior of Tris(2-Butoxyethyl) Phosphate (TBEP) during Co-pyrolysis with Biomass

Qian

Jiang

2014

Environ. Sci. Technol.

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Co-pyrolysis of plastic waste and wood biomass to recover valuable chemicals is a cost-effective waste-recycling technology. However, widely used organophosphate ester additives in plastic, such as tris(2-butoxyethyl) phosphate (TBEP), can form diverse phosphorus (P)-containing species. These P-containing compounds can pose new environmental challenges when the biochar is reused. In this study, a mixture of TBEP and lignin was used to simulate the feedstock of plastic waste and wood biomass, and the thermochemical behavior of TBEP in slow pyrolysis (20 K min(-1)) and fast pyrolysis at 400-600 °C was investigated. The results show that low temperature in fast pyrolysis favors the enrichment of P in char. Up to 76.6% of initial P in the feedstock is retained in the char resulting from 400 °C, while only 51% is retained in the char from 600 °C. Slow pyrolysis favors the formation of stable P species regardless of the temperature; only 7% of the P retained in the char is extractable from char from slow pyrolysis, while 20-40% of P can be extracted from char resulting from fast pyrolysis. The addition of CaCl2 and MgCl2 can significantly increase the fraction of P retained in the char by the formation of Ca, Mg-P compounds. Online TG-FTIR-MS analysis suggests that TBEP undergoes decomposition through different temperature-dependent pathways. The P-containing radicals react with the aromatic rings produced by the pyrolysis of lignin to form Ar-P species, which is an important factor influencing the distribution and stabilization of P in char.

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Section: Introductionmentioning

confidence: 82%

Thermochemical Behavior of Tris(2-Butoxyethyl) Phosphate (TBEP) during Co-pyrolysis with Biomass

Qian

Jiang

2014

Environ. Sci. Technol.

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“… − DIMP was selected from among the class of organophosphonate simulants for two reasons. First, DIMP shares key structural similarities with the nerve agent Sarin, which is a compound of particular interest due in part to its use in urban terror attacks in Japan and its exposure to US troops abroad. , Second, it has been shown in a number of pyrolytic and thermal studies that a significant organophosphonate destruction channel yields substituted and unsubstituted carbon products resulting from the alkoxy moiety. − This gaseous product array is easily detectible and differentiable via mass spectrometry (MS) and Fourier transform infrared (FTIR) analyses, which enables a robust investigation of the impact of laser heating rate, surface temperature, and atmospheric pressure on simulant destruction.…”

Section: Introductionmentioning

confidence: 99%

Rapid Laser-Induced Temperature Jump Decomposition of the Nerve Agent Simulant Diisopropyl Methylphosphonate under Atmospheric Conditions

et al. 2019

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We present work detailing the destruction of the nerve agent simulant diisopropyl methylphosphonate (DIMP) via rapid laser heating under atmospheric conditions. Following Nd:YAG laser ablation of liquid DIMP deposited on a graphite substrate, both parent and product fragments are transmitted via capillary from an atmospheric chamber to a vacuum chamber containing a high-resolution mass spectrometer. This allows for real-time measurements of product distributions under a variety of temperature and atmospheric conditions. Ex situ Fourier transform infrared (FTIR) spectroscopy analysis of the same chamber contents provides complementary information about product identities and fragmentation pathways. Results demonstrate that product distributions depend on heating rate, surface temperature, and atmospheric oxygen content. In the destruction of the DIMP, the relative yields of alkene products depends significantly on laser power; smaller products are relatively more abundant at higher ablation temperatures. We also show that in the absence of atmospheric oxygen, the concentration of oxygenated products decreases sharply relative to alkene and alkane products. This suggests that under high-temperature conditions, atmospheric oxygen is incorporated directly into the products of the fragmented simulant. This project extends significantly our understanding of the fundamental chemistry of these dangerous compounds under atmospheric and rapidly changing thermal conditions. The results have critical implications for the development of effective chemical warfare agent decontamination and destruction strategies.

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“…The pyrolysis was carried out between 300 and 1000 °C in an inert atmosphere consisting of helium in a flow reactor. The apparatus has already been described in our previous works (Bruneau et al, 1981) as well as the operating method for the pyrolysis of the same type of compounds (Gomez et al, 1982). The gaseous products (gases at 20 °C) were collected in a gas sampling bag or trapped in bubblers (in the case of HC1 and amines).…”

Section: Methodsmentioning

confidence: 99%