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A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application
Coconut oil (CO) has become one of the most important renewable raw materials for polyol synthesis due to its abundance and low price. However, the saturated chemical structure of CO limits its capability for functionalization. In this study, a novel reaction mechanism via the sequential glycerolysi...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9832577/ https://www.ncbi.nlm.nih.gov/pubmed/36712635 http://dx.doi.org/10.1039/d2ra06776e |
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author | Dingcong, Roger G. Malaluan, Roberto M. Alguno, Arnold C. Estrada, Dave Joseph E. Lubguban, Alona A. Resurreccion, Eleazer P. Dumancas, Gerard G. Al-Moameri, Harith H. Lubguban, Arnold A. |
author_facet | Dingcong, Roger G. Malaluan, Roberto M. Alguno, Arnold C. Estrada, Dave Joseph E. Lubguban, Alona A. Resurreccion, Eleazer P. Dumancas, Gerard G. Al-Moameri, Harith H. Lubguban, Arnold A. |
author_sort | Dingcong, Roger G. |
collection | PubMed |
description | Coconut oil (CO) has become one of the most important renewable raw materials for polyol synthesis due to its abundance and low price. However, the saturated chemical structure of CO limits its capability for functionalization. In this study, a novel reaction mechanism via the sequential glycerolysis and amidation of CO triglycerides produced an amine-based polyol (p-CDEA). The synthesized biopolyol has a relatively higher hydroxyl value of 361 mg KOH per g relative to previously reported CO-based polyols with values ranging from 270–333 mg KOH per g. This primary hydroxyl-rich p-CDEA was used directly as a sole B-side polyol component in a polyurethane-forming reaction, without further purification. Results showed that a high-performance poly(urethane-urea) (PUA) hybrid foam was successfully produced. It has a compressive strength of 226 kPa and thermal conductivity of 23.2 mW (m(−1) K(−1)), classified as type 1 for a rigid structural sandwich panel core and type 2 for rigid thermal insulation foam applications according to ASTM standards. Fourier-transform infrared (FTIR) spectroscopy was performed to characterize the chemical features of the polyols and foams. Scanning electron microscopy (SEM) analysis was also performed to evaluate the morphological structures of the synthesized foams. Differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) were conducted to investigate the foam's thermal characteristics. Thus far, this work is the first to report a novel and effective reaction mechanism for the synthesis of a highly functional CO-derived polyol and the first CO-based polyol with no petroleum-based replacement that may serve as raw material for rigid PUA foam production. PUA hybrid foams are potential insulation and structural materials. This study further provided a compelling case for enhanced sustainability of p-CDEA PUA hybrid foam against petroleum-based polyurethane. |
format | Online Article Text |
id | pubmed-9832577 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-98325772023-01-26 A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application Dingcong, Roger G. Malaluan, Roberto M. Alguno, Arnold C. Estrada, Dave Joseph E. Lubguban, Alona A. Resurreccion, Eleazer P. Dumancas, Gerard G. Al-Moameri, Harith H. Lubguban, Arnold A. RSC Adv Chemistry Coconut oil (CO) has become one of the most important renewable raw materials for polyol synthesis due to its abundance and low price. However, the saturated chemical structure of CO limits its capability for functionalization. In this study, a novel reaction mechanism via the sequential glycerolysis and amidation of CO triglycerides produced an amine-based polyol (p-CDEA). The synthesized biopolyol has a relatively higher hydroxyl value of 361 mg KOH per g relative to previously reported CO-based polyols with values ranging from 270–333 mg KOH per g. This primary hydroxyl-rich p-CDEA was used directly as a sole B-side polyol component in a polyurethane-forming reaction, without further purification. Results showed that a high-performance poly(urethane-urea) (PUA) hybrid foam was successfully produced. It has a compressive strength of 226 kPa and thermal conductivity of 23.2 mW (m(−1) K(−1)), classified as type 1 for a rigid structural sandwich panel core and type 2 for rigid thermal insulation foam applications according to ASTM standards. Fourier-transform infrared (FTIR) spectroscopy was performed to characterize the chemical features of the polyols and foams. Scanning electron microscopy (SEM) analysis was also performed to evaluate the morphological structures of the synthesized foams. Differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) were conducted to investigate the foam's thermal characteristics. Thus far, this work is the first to report a novel and effective reaction mechanism for the synthesis of a highly functional CO-derived polyol and the first CO-based polyol with no petroleum-based replacement that may serve as raw material for rigid PUA foam production. PUA hybrid foams are potential insulation and structural materials. This study further provided a compelling case for enhanced sustainability of p-CDEA PUA hybrid foam against petroleum-based polyurethane. The Royal Society of Chemistry 2023-01-11 /pmc/articles/PMC9832577/ /pubmed/36712635 http://dx.doi.org/10.1039/d2ra06776e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Dingcong, Roger G. Malaluan, Roberto M. Alguno, Arnold C. Estrada, Dave Joseph E. Lubguban, Alona A. Resurreccion, Eleazer P. Dumancas, Gerard G. Al-Moameri, Harith H. Lubguban, Arnold A. A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application |
title | A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application |
title_full | A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application |
title_fullStr | A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application |
title_full_unstemmed | A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application |
title_short | A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application |
title_sort | novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9832577/ https://www.ncbi.nlm.nih.gov/pubmed/36712635 http://dx.doi.org/10.1039/d2ra06776e |
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