Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol

In this article, five kinds of soybean oil-based polyols (polyol-E, polyol-P, polyol-I, polyol-B, and polyol-M) were prepared by ring-opening the epoxy groups in epoxidized soybean oil (ESO) with ethyl alcohol, 1-pentanol, isoamyl alcohol, p-tert-butylphenol, and 4-methoxyphenol in the presence of t...

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Autores principales: Yang Fukai, Yu Hao, Deng Yuyuan, Xu Xinyu
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Publicado: De Gruyter 2021
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spelling oai:doaj.org-article:efb0331c7c2b4b139c33187ee2e08e0a2021-12-05T14:10:47ZSynthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol1618-722910.1515/epoly-2021-0052https://doaj.org/article/efb0331c7c2b4b139c33187ee2e08e0a2021-07-01T00:00:00Zhttps://doi.org/10.1515/epoly-2021-0052https://doaj.org/toc/1618-7229In this article, five kinds of soybean oil-based polyols (polyol-E, polyol-P, polyol-I, polyol-B, and polyol-M) were prepared by ring-opening the epoxy groups in epoxidized soybean oil (ESO) with ethyl alcohol, 1-pentanol, isoamyl alcohol, p-tert-butylphenol, and 4-methoxyphenol in the presence of tetrafluoroboric acid as the catalyst. The SOPs were characterized by FTIR, 1H NMR, GPC, viscosity, and hydroxyl numbers. Compared with ESO, the retention time of SOPs is shortened, indicating that the molecular weight of SOPs is increased. The structure of different monomers can significantly affect the hydroxyl numbers of SOPs. Due to the large steric hindrance of isoamyl alcohol, p-hydroxyanisole, and p-tert-butylphenol, SOPs prepared by these three monomers often undergo further dehydration to ether reactions, which consumes the hydroxyl of polyols, thus forming dimers and multimers; therefore, the hydroxyl numbers are much lower than polyol-E and polyol-P. The viscosity of polyol-E and polyol-P is much lower than that of polyol-I, polyol-B, and polyol-M. A longer distance between the molecules and the smaller intermolecular force makes the SOPs dehydrate to ether again. This generates dimer or polymers and makes the viscosity of these SOPs larger, and the molecular weight greatly increases.Yang FukaiYu HaoDeng YuyuanXu XinyuDe Gruyterarticlesopsesohydroxyl valueviscosityPolymers and polymer manufactureTP1080-1185ENe-Polymers, Vol 21, Iss 1, Pp 491-499 (2021)
institution DOAJ
collection DOAJ
language EN
topic sops
eso
hydroxyl value
viscosity
Polymers and polymer manufacture
TP1080-1185
spellingShingle sops
eso
hydroxyl value
viscosity
Polymers and polymer manufacture
TP1080-1185
Yang Fukai
Yu Hao
Deng Yuyuan
Xu Xinyu
Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol
description In this article, five kinds of soybean oil-based polyols (polyol-E, polyol-P, polyol-I, polyol-B, and polyol-M) were prepared by ring-opening the epoxy groups in epoxidized soybean oil (ESO) with ethyl alcohol, 1-pentanol, isoamyl alcohol, p-tert-butylphenol, and 4-methoxyphenol in the presence of tetrafluoroboric acid as the catalyst. The SOPs were characterized by FTIR, 1H NMR, GPC, viscosity, and hydroxyl numbers. Compared with ESO, the retention time of SOPs is shortened, indicating that the molecular weight of SOPs is increased. The structure of different monomers can significantly affect the hydroxyl numbers of SOPs. Due to the large steric hindrance of isoamyl alcohol, p-hydroxyanisole, and p-tert-butylphenol, SOPs prepared by these three monomers often undergo further dehydration to ether reactions, which consumes the hydroxyl of polyols, thus forming dimers and multimers; therefore, the hydroxyl numbers are much lower than polyol-E and polyol-P. The viscosity of polyol-E and polyol-P is much lower than that of polyol-I, polyol-B, and polyol-M. A longer distance between the molecules and the smaller intermolecular force makes the SOPs dehydrate to ether again. This generates dimer or polymers and makes the viscosity of these SOPs larger, and the molecular weight greatly increases.
format article
author Yang Fukai
Yu Hao
Deng Yuyuan
Xu Xinyu
author_facet Yang Fukai
Yu Hao
Deng Yuyuan
Xu Xinyu
author_sort Yang Fukai
title Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol
title_short Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol
title_full Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol
title_fullStr Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol
title_full_unstemmed Synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol
title_sort synthesis and characterization of different soybean oil-based polyols with fatty alcohol and aromatic alcohol
publisher De Gruyter
publishDate 2021
url https://doaj.org/article/efb0331c7c2b4b139c33187ee2e08e0a
work_keys_str_mv AT yangfukai synthesisandcharacterizationofdifferentsoybeanoilbasedpolyolswithfattyalcoholandaromaticalcohol
AT yuhao synthesisandcharacterizationofdifferentsoybeanoilbasedpolyolswithfattyalcoholandaromaticalcohol
AT dengyuyuan synthesisandcharacterizationofdifferentsoybeanoilbasedpolyolswithfattyalcoholandaromaticalcohol
AT xuxinyu synthesisandcharacterizationofdifferentsoybeanoilbasedpolyolswithfattyalcoholandaromaticalcohol
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