Hexachlorobutadiene emissions from typical chemical plants

Wang, Minxiang; Yang, Lili; Liu, Xiaoyun; Zheng, Wei; Liu, Guorui; Zheng, Minghui

doi:10.1007/s11783-020-1352-8

Cited by 13 publications

(17 citation statements)

References 34 publications

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“…We speculate that perchlorinated unsaturated hydrocarbons formed octachlorinated naphthalenes directly. For example, hexachlorobutadiene is a perchlorinated unsaturated hydrocarbon, and high concentrations of hexachlorobutadiene have been detected in chloroethylene and chlorobenzene production processes, especially chloroethylene, supporting this formation mechanism (Figure c).…”

Section: Resultsmentioning

confidence: 79%

“…In chloroethylene production (processes A and B), formation of chlorinated butadiene is important for benzene ring formation by reaction with ethylene or acetylene. HCBD was detected in the same chemical manufacturing processes . As an important intermediate, a high concentration of HCBD in the chloroethylene production processes can provide growth of C 2 chain hydrocarbons and possible ring formation.…”

Section: Resultsmentioning

confidence: 88%

“…The proportion of four-ring Cl-PAHs in the product (sample C2) was higher than in raw material and intermediate samples. In previous research, we detected high concentrations of hexachlorobutadiene (HCBD) in samples from the same chemical manufacturing process . HCBD is an important intermediate for benzene ring formation from chlorinated unsaturated chain hydrocarbons.…”

Section: Resultsmentioning

confidence: 99%

“…Four typical chemical production plants were investigated in this study. The production processes in these chemical plants were widely used Table lists basic information on the samples and production processes.…”

Section: Methodsmentioning

confidence: 99%

“…The production processes in these chemical plants were widely used. 28 Table 1 lists basic information on the samples and production processes. Plants A and B manufactured chloroethylene using differing production processes, and plants C and D produced chlorobenzene using the same production processes.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

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Insights into the Formation and Profile of Chlorinated Polycyclic Aromatic Hydrocarbons during Chlorobenzene and Chloroethylene Manufacturing Processes

Liu

Yang

Wang

et al. 2021

Environ. Sci. Technol.

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Chlorinated polycyclic aromatic hydrocarbons including chlorinated naphthalenes and congeners with three to five rings are ubiquitous atmospheric pollutants. Congener profiles and formation mechanisms from typical chemical manufacturing have not been researched extensively. We measured the concentrations of 75 chlorinated naphthalenes and 18 chlorinated polycyclic aromatic hydrocarbons in raw materials, intermediates, products, and bottom residues from chemical plants producing monochlorobenzene and chloroethylene by different techniques. The findings confirmed that these chemical manufacturing processes are newly identified sources of atmospheric emissions of these compounds. More-chlorinated naphthalenes were formed from chloroethylene production than from monochlorobenzene production, which could be explained by the higher temperatures in the former process. Successive chlorination appeared to be an important formation pathway of polychlorinated naphthalenes according to their congener profiles and was supported by quantum chemical calculations of electrophilic chlorination on various positions of naphthalene. Chlorinated polycyclic aromatic hydrocarbons were more likely to be formed during the production of monochlorobenzene than chloroethylene. Moreover, we suggested that ring rearrangement and ring coupling are important transformation reactions between polychlorinated naphthalenes and chlorinated polycyclic aromatic hydrocarbons.

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Section: Resultsmentioning

confidence: 79%

Section: Resultsmentioning

confidence: 88%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: ■ Materials and Methodsmentioning

confidence: 99%

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