Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed
Abstract Our previous isolation of branched‐chain fatty acid (BCFA) methyl esters from lanolin was improved and scaled up. Also, oleate esters of isopropanol, oleyl alcohol and normal alcohols of 1–12 carbons chain lengths were prepared. Esters were made by interesterification with sodium alcoholate...
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crwiley:10.1007/s11746-007-1159-9 2024-06-02T07:57:12+00:00 Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed Yao, Linxing Hammond, Earl Wang, Tong 2007 http://dx.doi.org/10.1007/s11746-007-1159-9 https://onlinelibrary.wiley.com/doi/pdf/10.1007/s11746-007-1159-9 https://onlinelibrary.wiley.com/doi/full-xml/10.1007/s11746-007-1159-9 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal of the American Oil Chemists' Society volume 85, issue 1, page 77-82 ISSN 0003-021X 1558-9331 journal-article 2007 crwiley https://doi.org/10.1007/s11746-007-1159-9 2024-05-03T11:08:31Z Abstract Our previous isolation of branched‐chain fatty acid (BCFA) methyl esters from lanolin was improved and scaled up. Also, oleate esters of isopropanol, oleyl alcohol and normal alcohols of 1–12 carbons chain lengths were prepared. Esters were made by interesterification with sodium alcoholates and by esterification with Candida antarctica lipase. It proved easier to obtain pure esters by the enzymatic synthesis. Melting points and viscosities over the range of 0–70 °C were determined in order to better identify potential lubricant targets that might be produced by genetically modified oilseed crops. Isopropyl and butyl oleate have melting points of −33 and −32 °C, respectively and viscosities that range from ~17 cp (0 °C) to ~2.5 cp (70 °C). They should have suitable stability for lubricants. BCFA esters had viscosities similar to their straight chain analogs. Viscosities increased with alcohol chain length and decreased with temperature. The dependence of viscosity on temperature was fit with an equation based on Erying’s rate equation. Some esters with branched acid or branched alcohol moieties, and some oleate esters might be utilized as biolubricants or biofuels on the basis of their melting points and viscosities. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Journal of the American Oil Chemists' Society 85 1 77 82 |
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Wiley Online Library |
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English |
description |
Abstract Our previous isolation of branched‐chain fatty acid (BCFA) methyl esters from lanolin was improved and scaled up. Also, oleate esters of isopropanol, oleyl alcohol and normal alcohols of 1–12 carbons chain lengths were prepared. Esters were made by interesterification with sodium alcoholates and by esterification with Candida antarctica lipase. It proved easier to obtain pure esters by the enzymatic synthesis. Melting points and viscosities over the range of 0–70 °C were determined in order to better identify potential lubricant targets that might be produced by genetically modified oilseed crops. Isopropyl and butyl oleate have melting points of −33 and −32 °C, respectively and viscosities that range from ~17 cp (0 °C) to ~2.5 cp (70 °C). They should have suitable stability for lubricants. BCFA esters had viscosities similar to their straight chain analogs. Viscosities increased with alcohol chain length and decreased with temperature. The dependence of viscosity on temperature was fit with an equation based on Erying’s rate equation. Some esters with branched acid or branched alcohol moieties, and some oleate esters might be utilized as biolubricants or biofuels on the basis of their melting points and viscosities. |
format |
Article in Journal/Newspaper |
author |
Yao, Linxing Hammond, Earl Wang, Tong |
spellingShingle |
Yao, Linxing Hammond, Earl Wang, Tong Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed |
author_facet |
Yao, Linxing Hammond, Earl Wang, Tong |
author_sort |
Yao, Linxing |
title |
Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed |
title_short |
Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed |
title_full |
Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed |
title_fullStr |
Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed |
title_full_unstemmed |
Melting Points and Viscosities of Fatty Acid Esters that are Potential Targets for Engineered Oilseed |
title_sort |
melting points and viscosities of fatty acid esters that are potential targets for engineered oilseed |
publisher |
Wiley |
publishDate |
2007 |
url |
http://dx.doi.org/10.1007/s11746-007-1159-9 https://onlinelibrary.wiley.com/doi/pdf/10.1007/s11746-007-1159-9 https://onlinelibrary.wiley.com/doi/full-xml/10.1007/s11746-007-1159-9 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Journal of the American Oil Chemists' Society volume 85, issue 1, page 77-82 ISSN 0003-021X 1558-9331 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1007/s11746-007-1159-9 |
container_title |
Journal of the American Oil Chemists' Society |
container_volume |
85 |
container_issue |
1 |
container_start_page |
77 |
op_container_end_page |
82 |
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1800739829240037376 |