PAH growth assisted by five-membered ring: pyrene formation from acenaphthylene

To investigate the role of five-membered rings in the growth of polycyclic aromatic hydrocarbons (PAHs) in flames, the conversion of acenaphthylene to pyrene with substituted phenalene as intermediate is studied through quantum calculations using CBS-QB3 composite method. Two pathways are considered...

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Published inCombustion theory and modelling Vol. 26; no. 1; pp. 91 - 109
Main Author Raj, Abhijeet
Format Journal Article
LanguageEnglish
Published Abingdon Taylor & Francis 02.01.2022
Taylor & Francis Ltd
Subjects
5-membered ring
acenaphthylene
flame simulation
Mathematical analysis
PAH growth mechanism
Phenanthrene
Polycyclic aromatic hydrocarbons
pyrene
Reaction kinetics
Substitutes
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ISSN1364-7830
1741-3559
DOI10.1080/13647830.2021.1991596

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Abstract To investigate the role of five-membered rings in the growth of polycyclic aromatic hydrocarbons (PAHs) in flames, the conversion of acenaphthylene to pyrene with substituted phenalene as intermediate is studied through quantum calculations using CBS-QB3 composite method. Two pathways are considered, where one initiates with H-abstraction from the five membered ring on acenaphthylene, while the other initiates with H-addition on it. Both the pathways are then followed by subsequent C 2 H 2 addition reactions on the radical sites. With the first C 2 H 2 addition, a substituted phenalene-type species is formed, which undergoes another C 2 H 2 addition reaction to lead to pyrene formation. The reaction kinetics are calculated using transition state theory, and the new reactions are added to a detailed hydrocarbon mechanism to test their effect on the profiles of pyrene and other PAHs. Among the H-abstraction-C 2 H 2 -addition (HACA)-type mechanisms for pyrene formation, the proposed reactions have a minor contribution in pyrene formation as they mainly form 1-ethynyl-acenaphthylene and phenanthrene. Through mechanism analysis, the reactions primarily responsible for pyrene formation are highlighted that require further investigation.
AbstractList To investigate the role of five-membered rings in the growth of polycyclic aromatic hydrocarbons (PAHs) in flames, the conversion of acenaphthylene to pyrene with substituted phenalene as intermediate is studied through quantum calculations using CBS-QB3 composite method. Two pathways are considered, where one initiates with H-abstraction from the five membered ring on acenaphthylene, while the other initiates with H-addition on it. Both the pathways are then followed by subsequent C2H2 addition reactions on the radical sites. With the first C2H2 addition, a substituted phenalene-type species is formed, which undergoes another C2H2 addition reaction to lead to pyrene formation. The reaction kinetics are calculated using transition state theory, and the new reactions are added to a detailed hydrocarbon mechanism to test their effect on the profiles of pyrene and other PAHs. Among the H-abstraction-C2H2-addition (HACA)-type mechanisms for pyrene formation, the proposed reactions have a minor contribution in pyrene formation as they mainly form 1-ethynyl-acenaphthylene and phenanthrene. Through mechanism analysis, the reactions primarily responsible for pyrene formation are highlighted that require further investigation.
To investigate the role of five-membered rings in the growth of polycyclic aromatic hydrocarbons (PAHs) in flames, the conversion of acenaphthylene to pyrene with substituted phenalene as intermediate is studied through quantum calculations using CBS-QB3 composite method. Two pathways are considered, where one initiates with H-abstraction from the five membered ring on acenaphthylene, while the other initiates with H-addition on it. Both the pathways are then followed by subsequent C 2 H 2 addition reactions on the radical sites. With the first C 2 H 2 addition, a substituted phenalene-type species is formed, which undergoes another C 2 H 2 addition reaction to lead to pyrene formation. The reaction kinetics are calculated using transition state theory, and the new reactions are added to a detailed hydrocarbon mechanism to test their effect on the profiles of pyrene and other PAHs. Among the H-abstraction-C 2 H 2 -addition (HACA)-type mechanisms for pyrene formation, the proposed reactions have a minor contribution in pyrene formation as they mainly form 1-ethynyl-acenaphthylene and phenanthrene. Through mechanism analysis, the reactions primarily responsible for pyrene formation are highlighted that require further investigation.
Author Raj, Abhijeet
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  organization: Khalifa University of Science and Technology
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Snippet To investigate the role of five-membered rings in the growth of polycyclic aromatic hydrocarbons (PAHs) in flames, the conversion of acenaphthylene to pyrene...
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SubjectTerms 5-membered ring
acenaphthylene
flame simulation
Mathematical analysis
PAH growth mechanism
Phenanthrene
Polycyclic aromatic hydrocarbons
pyrene
Reaction kinetics
Substitutes
Title PAH growth assisted by five-membered ring: pyrene formation from acenaphthylene
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