Cargando…

Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS

Diisocyanates are highly reactive compounds with two functional isocyanate groups. The exposure of diisocyanates is associated with severely adverse health effects, such as asthma, inflammation in the respiratory tract, and cancer. The hydrolysis product from diisocyanates to related diamines is als...

Descripción completa

Detalles Bibliográficos
Autores principales: Cai, Kai, Lin, Yechun, Ma, Yunfei, Yang, Zhixiao, Yu, Lei, Zhang, Jie, Xu, Dongqing, Zeng, Rong, Gao, Weichang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9572079/
https://www.ncbi.nlm.nih.gov/pubmed/36235287
http://dx.doi.org/10.3390/molecules27196754
_version_ 1784810524150595584
author Cai, Kai
Lin, Yechun
Ma, Yunfei
Yang, Zhixiao
Yu, Lei
Zhang, Jie
Xu, Dongqing
Zeng, Rong
Gao, Weichang
author_facet Cai, Kai
Lin, Yechun
Ma, Yunfei
Yang, Zhixiao
Yu, Lei
Zhang, Jie
Xu, Dongqing
Zeng, Rong
Gao, Weichang
author_sort Cai, Kai
collection PubMed
description Diisocyanates are highly reactive compounds with two functional isocyanate groups. The exposure of diisocyanates is associated with severely adverse health effects, such as asthma, inflammation in the respiratory tract, and cancer. The hydrolysis product from diisocyanates to related diamines is also a potential carcinogen. Here, we developed an effective, accurate, and precise method for simultaneous determination of residual diisocyanates and related diamines in biodegradable mulch films, based on N-ethoxycarbonylation derivatization and gas chromatography-mass spectrometry. The method development included the optimization of ultrasonic hydrolysis and extraction, screening of N-ethoxycarbonylation conditions with ethyl chloroformate, evaluation of the diamines degradation, and analysis of the fragmentation mechanisms. Under the optimum experimental conditions, good linearity was observed with R(2) > 0.999. The extraction recoveries were found in the range of 93.9–101.2% with repeatabilities and reproducibilities in 0.89–8.12% and 2.12–10.56%, respectively. The limits of detection ranged from 0.0025 to 0.057 µg/mL. The developed method was applied to commercial polybutylene adipate co-terephthalate (PBAT) biodegradable mulch film samples for analysis of the diverse residual diisocyanates and related diamine additives. The components varied greatly among the sample from different origin. Overall, this study provides a reliable method for assessing safety in biodegradable mulch films.
format Online
Article
Text
id pubmed-9572079
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-95720792022-10-17 Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS Cai, Kai Lin, Yechun Ma, Yunfei Yang, Zhixiao Yu, Lei Zhang, Jie Xu, Dongqing Zeng, Rong Gao, Weichang Molecules Article Diisocyanates are highly reactive compounds with two functional isocyanate groups. The exposure of diisocyanates is associated with severely adverse health effects, such as asthma, inflammation in the respiratory tract, and cancer. The hydrolysis product from diisocyanates to related diamines is also a potential carcinogen. Here, we developed an effective, accurate, and precise method for simultaneous determination of residual diisocyanates and related diamines in biodegradable mulch films, based on N-ethoxycarbonylation derivatization and gas chromatography-mass spectrometry. The method development included the optimization of ultrasonic hydrolysis and extraction, screening of N-ethoxycarbonylation conditions with ethyl chloroformate, evaluation of the diamines degradation, and analysis of the fragmentation mechanisms. Under the optimum experimental conditions, good linearity was observed with R(2) > 0.999. The extraction recoveries were found in the range of 93.9–101.2% with repeatabilities and reproducibilities in 0.89–8.12% and 2.12–10.56%, respectively. The limits of detection ranged from 0.0025 to 0.057 µg/mL. The developed method was applied to commercial polybutylene adipate co-terephthalate (PBAT) biodegradable mulch film samples for analysis of the diverse residual diisocyanates and related diamine additives. The components varied greatly among the sample from different origin. Overall, this study provides a reliable method for assessing safety in biodegradable mulch films. MDPI 2022-10-10 /pmc/articles/PMC9572079/ /pubmed/36235287 http://dx.doi.org/10.3390/molecules27196754 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Cai, Kai
Lin, Yechun
Ma, Yunfei
Yang, Zhixiao
Yu, Lei
Zhang, Jie
Xu, Dongqing
Zeng, Rong
Gao, Weichang
Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS
title Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS
title_full Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS
title_fullStr Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS
title_full_unstemmed Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS
title_short Determination of Residual Diisocyanates and Related Diamines in Biodegradable Mulch Films Using N-Ethoxycarbonylation Derivatization and GC-MS
title_sort determination of residual diisocyanates and related diamines in biodegradable mulch films using n-ethoxycarbonylation derivatization and gc-ms
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9572079/
https://www.ncbi.nlm.nih.gov/pubmed/36235287
http://dx.doi.org/10.3390/molecules27196754
work_keys_str_mv AT caikai determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT linyechun determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT mayunfei determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT yangzhixiao determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT yulei determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT zhangjie determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT xudongqing determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT zengrong determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms
AT gaoweichang determinationofresidualdiisocyanatesandrelateddiaminesinbiodegradablemulchfilmsusingnethoxycarbonylationderivatizationandgcms