Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant

Angel Alberto Aguilar Morones; Caleb Oluwaseun Ojo; Vinuthaa Murthy; Suresh Thennadil; Sergei  Levchik; Joel  Tenney; Bogdan Dlugogorski

Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant

Angel Alberto Aguilar Morones, Caleb Oluwaseun Ojo, Vinuthaa Murthy, Suresh Thennadil, Sergei Levchik, Joel Tenney, Bogdan Dlugogorski

Research output: Chapter in Book/Report/Conference proceeding › Conference Paper published in Proceedings › peer-review

Abstract

This contribution investigates the mechanism of thermal decomposition of end-capped epoxy oligomers of tetrabromobisphenol A (TBBPA), denoted as F-3020, commonly deployed to control flammability of styrenic polymers. The aim is to assist with the development of co-pyrolysis processes for recycling plastics containing brominated flame retardants (BFR).
The experiments combine thermogravimetric analysis and differential scanning calorimetry, with attenuated total reflectance of the residue and on-line infrared analysis of pyrolysis gases and. F-3020 decomposes in three stages including, (Stage 1) volatilisation that commences at around 260 °C, followed (Stage 2) by dissociation of ether linkages, with the accompanying emission of 2,4,6-tribromophenol (from end caps) and methane and acetone (from hydroxypropanediyl linkages). Stage 2 also includes the formation of CH3Br and HBr from intramolecular reactions. The rate of pyrolysis in Stage 2 peaks at around 360 °C. Stage 3 commences at around 412 °C and releases debrominated or partly-debrominated fragments of F-3020, with declining discharge of CO2, CO and H2O, and ceased release of CH4 and CH3COCH3. The present measurements suggest that success of the co-pyrolysis process will depend on the effectiveness of inorganic adsorbers for fixing HBr and for debrominating CH3Br, bromophenols and volatilised molecules of F-3020 at temperatures as low as 260 °C.

Original language	English
Title of host publication	Towards Clean Combustion and Decarbonisation
Subtitle of host publication	Proceedings of Australian Combustion Symposium 2023
Editors	Bogdan Z. Dlugogorski , Assaad R. Masri
Place of Publication	Darwin, Northern Territory
Publisher	Charles Darwin University
Pages	122-125
Number of pages	4
Publication status	E-pub ahead of print - 2023
Event	Australian Combustion Symposium - Duration: 1 Jan 2011 → …

Publication series

Name	Proceedings of the Australian Combustion Symposium
Publisher	Charles Darwin University
ISSN (Electronic)	1839-8162

Conference

Conference	Australian Combustion Symposium
Period	1/01/11 → …

Cite this

Aguilar Morones, A. A., Ojo, C. O., Murthy, V., Thennadil, S., Levchik, S., Tenney, J., & Dlugogorski, B. (2023). Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant. In B. Z. Dlugogorski , & A. R. Masri (Eds.), Towards Clean Combustion and Decarbonisation: Proceedings of Australian Combustion Symposium 2023 (pp. 122-125). (Proceedings of the Australian Combustion Symposium). Charles Darwin University. Advance online publication.

Aguilar Morones, Angel Alberto ; Ojo, Caleb Oluwaseun ; Murthy, Vinuthaa et al. / Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant. Towards Clean Combustion and Decarbonisation: Proceedings of Australian Combustion Symposium 2023. editor / Bogdan Z. Dlugogorski ; Assaad R. Masri. Darwin, Northern Territory : Charles Darwin University, 2023. pp. 122-125 (Proceedings of the Australian Combustion Symposium).

@inproceedings{99c6be5d09774dfdb581e3e26ff649d7,

title = "Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant",

abstract = "This contribution investigates the mechanism of thermal decomposition of end-capped epoxy oligomers of tetrabromobisphenol A (TBBPA), denoted as F-3020, commonly deployed to control flammability of styrenic polymers. The aim is to assist with the development of co-pyrolysis processes for recycling plastics containing brominated flame retardants (BFR). The experiments combine thermogravimetric analysis and differential scanning calorimetry, with attenuated total reflectance of the residue and on-line infrared analysis of pyrolysis gases and. F-3020 decomposes in three stages including, (Stage 1) volatilisation that commences at around 260 °C, followed (Stage 2) by dissociation of ether linkages, with the accompanying emission of 2,4,6-tribromophenol (from end caps) and methane and acetone (from hydroxypropanediyl linkages). Stage 2 also includes the formation of CH3Br and HBr from intramolecular reactions. The rate of pyrolysis in Stage 2 peaks at around 360 °C. Stage 3 commences at around 412 °C and releases debrominated or partly-debrominated fragments of F-3020, with declining discharge of CO2, CO and H2O, and ceased release of CH4 and CH3COCH3. The present measurements suggest that success of the co-pyrolysis process will depend on the effectiveness of inorganic adsorbers for fixing HBr and for debrominating CH3Br, bromophenols and volatilised molecules of F-3020 at temperatures as low as 260 °C. ",

keywords = "brominated epoxy flame retardants, decomposition mechanism, m, debromination, FTIR, evolved gases",

author = "{Aguilar Morones}, {Angel Alberto} and Ojo, {Caleb Oluwaseun} and Vinuthaa Murthy and Suresh Thennadil and Sergei Levchik and Joel Tenney and Bogdan Dlugogorski",

year = "2023",

language = "English",

series = "Proceedings of the Australian Combustion Symposium",

publisher = "Charles Darwin University",

pages = "122--125",

editor = "{ Dlugogorski }, {Bogdan Z.} and Masri, {Assaad R. }",

booktitle = "Towards Clean Combustion and Decarbonisation",

note = "Australian Combustion Symposium ; Conference date: 01-01-2011",

}

Aguilar Morones, AA , Ojo, CO , Murthy, V , Thennadil, S, Levchik, S, Tenney, J & Dlugogorski, B 2023, Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant. in BZ Dlugogorski & AR Masri (eds), Towards Clean Combustion and Decarbonisation: Proceedings of Australian Combustion Symposium 2023. Proceedings of the Australian Combustion Symposium, Charles Darwin University, Darwin, Northern Territory, pp. 122-125, Australian Combustion Symposium, 1/01/11.

Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant. / Aguilar Morones, Angel Alberto ; Ojo, Caleb Oluwaseun ; Murthy, Vinuthaa et al.
Towards Clean Combustion and Decarbonisation: Proceedings of Australian Combustion Symposium 2023. ed. / Bogdan Z. Dlugogorski ; Assaad R. Masri. Darwin, Northern Territory: Charles Darwin University, 2023. p. 122-125 (Proceedings of the Australian Combustion Symposium).

Research output: Chapter in Book/Report/Conference proceeding › Conference Paper published in Proceedings › peer-review

TY - GEN

T1 - Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant

AU - Aguilar Morones, Angel Alberto

AU - Ojo, Caleb Oluwaseun

AU - Murthy, Vinuthaa

AU - Thennadil, Suresh

AU - Levchik, Sergei

AU - Tenney, Joel

AU - Dlugogorski, Bogdan

PY - 2023

Y1 - 2023

N2 - This contribution investigates the mechanism of thermal decomposition of end-capped epoxy oligomers of tetrabromobisphenol A (TBBPA), denoted as F-3020, commonly deployed to control flammability of styrenic polymers. The aim is to assist with the development of co-pyrolysis processes for recycling plastics containing brominated flame retardants (BFR). The experiments combine thermogravimetric analysis and differential scanning calorimetry, with attenuated total reflectance of the residue and on-line infrared analysis of pyrolysis gases and. F-3020 decomposes in three stages including, (Stage 1) volatilisation that commences at around 260 °C, followed (Stage 2) by dissociation of ether linkages, with the accompanying emission of 2,4,6-tribromophenol (from end caps) and methane and acetone (from hydroxypropanediyl linkages). Stage 2 also includes the formation of CH3Br and HBr from intramolecular reactions. The rate of pyrolysis in Stage 2 peaks at around 360 °C. Stage 3 commences at around 412 °C and releases debrominated or partly-debrominated fragments of F-3020, with declining discharge of CO2, CO and H2O, and ceased release of CH4 and CH3COCH3. The present measurements suggest that success of the co-pyrolysis process will depend on the effectiveness of inorganic adsorbers for fixing HBr and for debrominating CH3Br, bromophenols and volatilised molecules of F-3020 at temperatures as low as 260 °C.

AB - This contribution investigates the mechanism of thermal decomposition of end-capped epoxy oligomers of tetrabromobisphenol A (TBBPA), denoted as F-3020, commonly deployed to control flammability of styrenic polymers. The aim is to assist with the development of co-pyrolysis processes for recycling plastics containing brominated flame retardants (BFR). The experiments combine thermogravimetric analysis and differential scanning calorimetry, with attenuated total reflectance of the residue and on-line infrared analysis of pyrolysis gases and. F-3020 decomposes in three stages including, (Stage 1) volatilisation that commences at around 260 °C, followed (Stage 2) by dissociation of ether linkages, with the accompanying emission of 2,4,6-tribromophenol (from end caps) and methane and acetone (from hydroxypropanediyl linkages). Stage 2 also includes the formation of CH3Br and HBr from intramolecular reactions. The rate of pyrolysis in Stage 2 peaks at around 360 °C. Stage 3 commences at around 412 °C and releases debrominated or partly-debrominated fragments of F-3020, with declining discharge of CO2, CO and H2O, and ceased release of CH4 and CH3COCH3. The present measurements suggest that success of the co-pyrolysis process will depend on the effectiveness of inorganic adsorbers for fixing HBr and for debrominating CH3Br, bromophenols and volatilised molecules of F-3020 at temperatures as low as 260 °C.

KW - brominated epoxy flame retardants

KW - decomposition mechanism

KW - m, debromination

KW - FTIR

KW - evolved gases

UR - https://anz-combustioninstitute.org/ACS2023/proceedings.php

M3 - Conference Paper published in Proceedings

T3 - Proceedings of the Australian Combustion Symposium

SP - 122

EP - 125

BT - Towards Clean Combustion and Decarbonisation

A2 - Dlugogorski , Bogdan Z.

A2 - Masri, Assaad R.

PB - Charles Darwin University

CY - Darwin, Northern Territory

T2 - Australian Combustion Symposium

Y2 - 1 January 2011

ER -

Aguilar Morones AA , Ojo CO , Murthy V , Thennadil S, Levchik S, Tenney J et al. Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant. In Dlugogorski BZ, Masri AR, editors, Towards Clean Combustion and Decarbonisation: Proceedings of Australian Combustion Symposium 2023. Darwin, Northern Territory: Charles Darwin University. 2023. p. 122-125. (Proceedings of the Australian Combustion Symposium). Epub 2023.

Thermal decomposition mechanism of F-3020, end-capped brominated epoxy flame retardant

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