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Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex

Diphenylguanidine (DPG) is a widely used secondary accelerator for the vulcanization of natural rubber (NR) latex. However, its low water solubility and high toxicity limit its use in high-end NR products. In this study, a water-soluble inclusion complex of DPG and a β-cyclodextrin polymer (β-CDP),...

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Autores principales: Guo, Junqiang, Lin, Liwei, Wang, Yuping, Zhang, Wang, Diao, Guowang, Piao, Yuanzhe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9607006/
https://www.ncbi.nlm.nih.gov/pubmed/36296510
http://dx.doi.org/10.3390/molecules27206919
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author Guo, Junqiang
Lin, Liwei
Wang, Yuping
Zhang, Wang
Diao, Guowang
Piao, Yuanzhe
author_facet Guo, Junqiang
Lin, Liwei
Wang, Yuping
Zhang, Wang
Diao, Guowang
Piao, Yuanzhe
author_sort Guo, Junqiang
collection PubMed
description Diphenylguanidine (DPG) is a widely used secondary accelerator for the vulcanization of natural rubber (NR) latex. However, its low water solubility and high toxicity limit its use in high-end NR products. In this study, a water-soluble inclusion complex of DPG and a β-cyclodextrin polymer (β-CDP), termed DPG-β-CDP, was prepared through supramolecular interactions and characterized using Fourier-transform infrared spectroscopy, (1)H NMR, scanning electron microscopy, and UV-vis spectroscopy techniques. In comparison with that of DPG, the water solubility of DPG-β-CDP was greatly enhanced because of the water-soluble host molecule. The molar ratio of DPG to the CD unit in β-CDP was determined to be 1:1. At 25 °C, the binding constant of DPG-β-CDP was found to be 9.2 × 10(5) L/mol by UV-vis spectroscopy. The proposed method for forming inclusion complexes with high potential for use as water-soluble vulcanization accelerators is promising.
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spelling pubmed-96070062022-10-28 Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex Guo, Junqiang Lin, Liwei Wang, Yuping Zhang, Wang Diao, Guowang Piao, Yuanzhe Molecules Article Diphenylguanidine (DPG) is a widely used secondary accelerator for the vulcanization of natural rubber (NR) latex. However, its low water solubility and high toxicity limit its use in high-end NR products. In this study, a water-soluble inclusion complex of DPG and a β-cyclodextrin polymer (β-CDP), termed DPG-β-CDP, was prepared through supramolecular interactions and characterized using Fourier-transform infrared spectroscopy, (1)H NMR, scanning electron microscopy, and UV-vis spectroscopy techniques. In comparison with that of DPG, the water solubility of DPG-β-CDP was greatly enhanced because of the water-soluble host molecule. The molar ratio of DPG to the CD unit in β-CDP was determined to be 1:1. At 25 °C, the binding constant of DPG-β-CDP was found to be 9.2 × 10(5) L/mol by UV-vis spectroscopy. The proposed method for forming inclusion complexes with high potential for use as water-soluble vulcanization accelerators is promising. MDPI 2022-10-15 /pmc/articles/PMC9607006/ /pubmed/36296510 http://dx.doi.org/10.3390/molecules27206919 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
Guo, Junqiang
Lin, Liwei
Wang, Yuping
Zhang, Wang
Diao, Guowang
Piao, Yuanzhe
Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex
title Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex
title_full Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex
title_fullStr Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex
title_full_unstemmed Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex
title_short Supramolecular Design Strategy of a Water-Soluble Diphenylguanidine-Cyclodextrin Polymer Inclusion Complex
title_sort supramolecular design strategy of a water-soluble diphenylguanidine-cyclodextrin polymer inclusion complex
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9607006/
https://www.ncbi.nlm.nih.gov/pubmed/36296510
http://dx.doi.org/10.3390/molecules27206919
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