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Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties

In consideration of the toxicity and high migration capacity of plasticizers, the possibility to obtain flexible PVC via chemical modification of PVC was investigated for feedstock recycling. In this work, some Cl atoms of PVC were substituted with fragments of the common plasticizer DINP (diisonony...

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Autores principales: Lu, Lihui, Kumagai, Shogo, Kameda, Tomohito, Luo, Ligang, Yoshioka, Toshiaki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9071209/
https://www.ncbi.nlm.nih.gov/pubmed/35529626
http://dx.doi.org/10.1039/c9ra05081g
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author Lu, Lihui
Kumagai, Shogo
Kameda, Tomohito
Luo, Ligang
Yoshioka, Toshiaki
author_facet Lu, Lihui
Kumagai, Shogo
Kameda, Tomohito
Luo, Ligang
Yoshioka, Toshiaki
author_sort Lu, Lihui
collection PubMed
description In consideration of the toxicity and high migration capacity of plasticizers, the possibility to obtain flexible PVC via chemical modification of PVC was investigated for feedstock recycling. In this work, some Cl atoms of PVC were substituted with fragments of the common plasticizer DINP (diisononyl phthalate) in the presence of K(2)CO(3) (potassium carbonate) or DIEA (N,N-diisopropylethylamine), and the simultaneous elimination of PVC was suppressed. (1)H NMR ((1)H nuclear magnetic resonance spectroscopy) and (1)H–(1)H COSY ((1)H–(1)H correlation spectroscopy) were used to evaluate the substitution while a novel method of calculating the substitution and elimination ratios was developed using a combination of (1)H NMR and elemental analysis. A maximum substitution rate of 35.7% was achieved using thiophenol as a nucleophile in the presence of DIEA, while the corresponding elimination of HCl was just 4.4%. In addition, the thermal stability of the modified PVCs was very close to that of pure PVC, which suggested that the main characteristics of PVC were preserved. Moreover, the T(g) values of all the modified PVCs were less than that of PVC, which means it is feasible to improve the plasticity of PVC via substituting some Cl on PVC with DINP moieties. Therefore, an alternative approach for feedstock recycling of PVC by chemical modification was developed in this work.
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spelling pubmed-90712092022-05-06 Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties Lu, Lihui Kumagai, Shogo Kameda, Tomohito Luo, Ligang Yoshioka, Toshiaki RSC Adv Chemistry In consideration of the toxicity and high migration capacity of plasticizers, the possibility to obtain flexible PVC via chemical modification of PVC was investigated for feedstock recycling. In this work, some Cl atoms of PVC were substituted with fragments of the common plasticizer DINP (diisononyl phthalate) in the presence of K(2)CO(3) (potassium carbonate) or DIEA (N,N-diisopropylethylamine), and the simultaneous elimination of PVC was suppressed. (1)H NMR ((1)H nuclear magnetic resonance spectroscopy) and (1)H–(1)H COSY ((1)H–(1)H correlation spectroscopy) were used to evaluate the substitution while a novel method of calculating the substitution and elimination ratios was developed using a combination of (1)H NMR and elemental analysis. A maximum substitution rate of 35.7% was achieved using thiophenol as a nucleophile in the presence of DIEA, while the corresponding elimination of HCl was just 4.4%. In addition, the thermal stability of the modified PVCs was very close to that of pure PVC, which suggested that the main characteristics of PVC were preserved. Moreover, the T(g) values of all the modified PVCs were less than that of PVC, which means it is feasible to improve the plasticity of PVC via substituting some Cl on PVC with DINP moieties. Therefore, an alternative approach for feedstock recycling of PVC by chemical modification was developed in this work. The Royal Society of Chemistry 2019-09-13 /pmc/articles/PMC9071209/ /pubmed/35529626 http://dx.doi.org/10.1039/c9ra05081g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Lu, Lihui
Kumagai, Shogo
Kameda, Tomohito
Luo, Ligang
Yoshioka, Toshiaki
Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties
title Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties
title_full Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties
title_fullStr Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties
title_full_unstemmed Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties
title_short Degradation of PVC waste into a flexible polymer by chemical modification using DINP moieties
title_sort degradation of pvc waste into a flexible polymer by chemical modification using dinp moieties
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9071209/
https://www.ncbi.nlm.nih.gov/pubmed/35529626
http://dx.doi.org/10.1039/c9ra05081g
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