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...

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Veröffentlicht in:RSC advances 2023-01, Vol.13 (3), p.1985-1994
Hauptverfasser: 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
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container_end_page 1994
container_issue 3
container_start_page 1985
container_title RSC advances
container_volume 13
creator 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
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. Synthesis of a coconut oil-based biopolyol via sequential glycerolysis and amidation; and its subsequent use as a sole polyol for rigid poly(urethane-urea) hybrid foam production.
doi_str_mv 10.1039/d2ra06776e
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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. 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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. Synthesis of a coconut oil-based biopolyol via sequential glycerolysis and amidation; and its subsequent use as a sole polyol for rigid poly(urethane-urea) hybrid foam production.</description><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Coconut oil</subject><subject>Compressive strength</subject><subject>Fourier transforms</subject><subject>Polyols</subject><subject>Polyurethane foam</subject><subject>Polyurethaneureas</subject><subject>Raw materials</subject><subject>Reaction mechanisms</subject><subject>Sandwich panels</subject><subject>Thermal conductivity</subject><subject>Thermal insulation</subject><subject>Thermogravimetric analysis</subject><subject>Triglycerides</subject><subject>Ureas</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpdks9rFTEQx4MottRevCsBL1XYukk2P_YiPGq1hYIgeg7ZZLYvJbtZk90H7-w_bl5ffa3OZYZ8P_lmhglCr0l9TmrWfnQ0mVpIKeAZOqZ1Iypai_b5k_oIneZ8V5cQnFBBXqIjJmSpGD9Gv1d4jBsIOIGxs48jHsCuzejzgPuY8LwGnLdjSdlnHHtso43jMuPoQ-Ug-Q043Pk4xbCN4f5K8rfe4d3B2ZJgLmZQlcK8x-ttl4rURzNgM03BW7N78hV60ZuQ4fQhn6CfXy5_XFxVN9--Xl-sbirbUDVXhCumnOiMa5QBTnraNqq2Uu3CGKGACMG5cj1paAvScdJ2je07RjuQwrIT9GnvOy3dAM7COCcT9JT8YNJWR-P1v8ro1_o2bnSrGOVSFoOzB4MUfy2QZz34bCGEMmJcsqZSklo1gjUFffcfeheXNJbxCiV4W3qnqlAf9pRNMecE_aEZUuvdevVn-n11v97LAr992v4B_bvMArzZAynbg_r4P9gfznqsTg</recordid><startdate>20230106</startdate><enddate>20230106</enddate><creator>Dingcong, Roger G</creator><creator>Malaluan, Roberto M</creator><creator>Alguno, Arnold C</creator><creator>Estrada, Dave Joseph E</creator><creator>Lubguban, Alona A</creator><creator>Resurreccion, Eleazer P</creator><creator>Dumancas, Gerard G</creator><creator>Al-Moameri, Harith H</creator><creator>Lubguban, Arnold A</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-6077-8234</orcidid><orcidid>https://orcid.org/0000-0003-4638-7901</orcidid></search><sort><creationdate>20230106</creationdate><title>A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application</title><author>Dingcong, Roger G ; 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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. Synthesis of a coconut oil-based biopolyol via sequential glycerolysis and amidation; and its subsequent use as a sole polyol for rigid poly(urethane-urea) hybrid foam production.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>36712635</pmid><doi>10.1039/d2ra06776e</doi><tpages>1</tpages><orcidid>https://orcid.org/0000-0001-6077-8234</orcidid><orcidid>https://orcid.org/0000-0003-4638-7901</orcidid><oa>free_for_read</oa></addata></record>
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subjects Chemical synthesis
Chemistry
Coconut oil
Compressive strength
Fourier transforms
Polyols
Polyurethane foam
Polyurethaneureas
Raw materials
Reaction mechanisms
Sandwich panels
Thermal conductivity
Thermal insulation
Thermogravimetric analysis
Triglycerides
Ureas
title A novel reaction mechanism for the synthesis of coconut oil-derived biopolyol for rigid poly(urethane-urea) hybrid foam application
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