Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants

Co-pyrolysis of brominated flame retardants (BFRs) with polymeric materials prevails in scenarios pertinent to thermal recycling of bromine-laden objects; most notably the non-metallic fraction in e-waste. Hydro-dehalogenation of aromatic compounds in a hydrogen-donating medium constitutes a key ste...

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Main Authors: Altarawneh, Mohammednoor, Ahmed, Oday H., Al-Harahsheh, Mohammad, Jiang, Zhong Tao, Nay, Ming Huang, Lim, Hong Ngee, Dlugogorski, Bogdan Z.
Format: Article
Language:English
Published: Elsevier 2020
Online Access:http://psasir.upm.edu.my/id/eprint/88271/
http://psasir.upm.edu.my/id/eprint/88271/1/ABSTRACT.pdf
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author Altarawneh, Mohammednoor
Ahmed, Oday H.
Al-Harahsheh, Mohammad
Jiang, Zhong Tao
Nay, Ming Huang
Lim, Hong Ngee
Dlugogorski, Bogdan Z.
author_facet Altarawneh, Mohammednoor
Ahmed, Oday H.
Al-Harahsheh, Mohammad
Jiang, Zhong Tao
Nay, Ming Huang
Lim, Hong Ngee
Dlugogorski, Bogdan Z.
author_sort Altarawneh, Mohammednoor
building UPM Institutional Repository
collection Online Access
description Co-pyrolysis of brominated flame retardants (BFRs) with polymeric materials prevails in scenarios pertinent to thermal recycling of bromine-laden objects; most notably the non-metallic fraction in e-waste. Hydro-dehalogenation of aromatic compounds in a hydrogen-donating medium constitutes a key step in refining pyrolysis oil of BFRs. Chemical reactions underpinning this process are poorly understood. Herein, we utilize accurate density functional theory (DFT) calculations to report thermo-kinetic parameters for the reaction of solid polyethylene, PE, (as a surrogate model for aliphatic polymers) with prime products sourced from thermal decomposition of BFRs, namely, HBr, bromophenols; benzene, and phenyl radical. Facile abstraction of an ethylenic H by Br atoms is expected to contribute to the formation of abundant HBr concentrations in practical systems. Likewise, a relatively low energy barrier for aromatic Br atom abstraction from a 2-bromophenol molecule by an alkyl radical site, concurs with the reported noticeable hydro-debromination capacity of PE. Pathways entailing a PE-induced bromination of a phenoxy radical should be hindered in view of high energy barrier for a Br transfer into the para position of the phenoxy radical. Adsorption of a phenoxy radical onto a Cu(Br) site substituted at the PE chain affords the commonly discussed PBDD/Fs precursor of a surface-bounded bromophenolate adduct. Such scenario arises due to the heterogeneous integration of metals into the bromine-rich carbon matrix in primitive recycling of e-waste and their open burning.
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spelling upm-882712022-11-24T04:40:18Z http://psasir.upm.edu.my/id/eprint/88271/ Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants Altarawneh, Mohammednoor Ahmed, Oday H. Al-Harahsheh, Mohammad Jiang, Zhong Tao Nay, Ming Huang Lim, Hong Ngee Dlugogorski, Bogdan Z. Co-pyrolysis of brominated flame retardants (BFRs) with polymeric materials prevails in scenarios pertinent to thermal recycling of bromine-laden objects; most notably the non-metallic fraction in e-waste. Hydro-dehalogenation of aromatic compounds in a hydrogen-donating medium constitutes a key step in refining pyrolysis oil of BFRs. Chemical reactions underpinning this process are poorly understood. Herein, we utilize accurate density functional theory (DFT) calculations to report thermo-kinetic parameters for the reaction of solid polyethylene, PE, (as a surrogate model for aliphatic polymers) with prime products sourced from thermal decomposition of BFRs, namely, HBr, bromophenols; benzene, and phenyl radical. Facile abstraction of an ethylenic H by Br atoms is expected to contribute to the formation of abundant HBr concentrations in practical systems. Likewise, a relatively low energy barrier for aromatic Br atom abstraction from a 2-bromophenol molecule by an alkyl radical site, concurs with the reported noticeable hydro-debromination capacity of PE. Pathways entailing a PE-induced bromination of a phenoxy radical should be hindered in view of high energy barrier for a Br transfer into the para position of the phenoxy radical. Adsorption of a phenoxy radical onto a Cu(Br) site substituted at the PE chain affords the commonly discussed PBDD/Fs precursor of a surface-bounded bromophenolate adduct. Such scenario arises due to the heterogeneous integration of metals into the bromine-rich carbon matrix in primitive recycling of e-waste and their open burning. Elsevier 2020 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/88271/1/ABSTRACT.pdf Altarawneh, Mohammednoor and Ahmed, Oday H. and Al-Harahsheh, Mohammad and Jiang, Zhong Tao and Nay, Ming Huang and Lim, Hong Ngee and Dlugogorski, Bogdan Z. (2020) Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants. Chemosphere, 254. art. no. 126766. pp. 1-9. ISSN 0045-6535; ESSN: 1879-1298 https://www.sciencedirect.com/science/article/pii/S0045653520309590 10.1016/j.chemosphere.2020.126766
spellingShingle Altarawneh, Mohammednoor
Ahmed, Oday H.
Al-Harahsheh, Mohammad
Jiang, Zhong Tao
Nay, Ming Huang
Lim, Hong Ngee
Dlugogorski, Bogdan Z.
Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants
title Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants
title_full Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants
title_fullStr Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants
title_full_unstemmed Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants
title_short Co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants
title_sort co-pyrolysis of polyethylene with products from thermal decomposition of brominated flame retardants
url http://psasir.upm.edu.my/id/eprint/88271/
http://psasir.upm.edu.my/id/eprint/88271/
http://psasir.upm.edu.my/id/eprint/88271/
http://psasir.upm.edu.my/id/eprint/88271/1/ABSTRACT.pdf