Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts

Biolubricants derived from vegetable oils are environmentally compatible products due to their low toxicity and good biodegradability. Synthetic esters based on polyols and fatty acids possess suitable properties for lubricant applications, even at extreme temperatures. In this work, synthesis of es...

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Published in:Journal of Molecular Catalysis B: Enzymatic
Main Authors: Orellana Coca Åkerman, Cecilia, Gaber, Yasser, Abd Ghani, Noraini, Lamsa, Merja, Hatti-Kaul, Rajni
Format: Article in Journal/Newspaper
Language:English
Published: Elsevier 2011
Subjects:
Online Access:https://lup.lub.lu.se/record/2179376
https://doi.org/10.1016/j.molcatb.2011.06.014
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spelling ftulundlup:oai:lup.lub.lu.se:d9982cac-b6df-490c-8b6f-c226890d8f2c 2023-05-15T13:35:34+02:00 Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts Orellana Coca Åkerman, Cecilia Gaber, Yasser Abd Ghani, Noraini Lamsa, Merja Hatti-Kaul, Rajni 2011 https://lup.lub.lu.se/record/2179376 https://doi.org/10.1016/j.molcatb.2011.06.014 eng eng Elsevier https://lup.lub.lu.se/record/2179376 http://dx.doi.org/10.1016/j.molcatb.2011.06.014 wos:000295299800027 scopus:80052262550 Journal of Molecular Catalysis B: Enzymatic; 72(3-4), pp 263-269 (2011) ISSN: 1873-3158 Industrial Biotechnology Biolubricant Trimethylolpropane Esterification Solid acid catalyst Immobilised lipase contributiontojournal/article info:eu-repo/semantics/article text 2011 ftulundlup https://doi.org/10.1016/j.molcatb.2011.06.014 2023-02-01T23:29:48Z Biolubricants derived from vegetable oils are environmentally compatible products due to their low toxicity and good biodegradability. Synthetic esters based on polyols and fatty acids possess suitable properties for lubricant applications, even at extreme temperatures. In this work, synthesis of esters from trimethylolpropane (TMP) and carboxylic acids from C5 to C18 has been studied and compared using different heterogeneous catalysts (silica-sulphuric acid, Amberlyst-15, and immobilised lipase B from Candida antarctica). Silica-sulphuric acid was found to be the most efficient catalyst followed by Amberlyst-15, especially when using short chain carboxylic acids. The reaction efficiency decreased with increasing alkyl chain length. On the other hand, the immobilised lipase (Novozym (R) 435) did not exhibit any activity with C5 acid and the activity increased with increase in length of the fatty acid chain. For synthesis of C18-ester, the biocatalytic production turned out to be comparable to silica-sulphuric acid, and moreover led to a better quality of the final product. The products showed suitable cold-flow properties for application at low temperature. A general trend of increasing pour point (-75 degrees C to -42 degrees C) and viscosity index (80-208) with increase in alkyl chain of the carboxylic acid from C5 to C18 was observed. The synthesis of TMP-trioleate using the solid acid catalysts and the biocatalyst was compared using the freeware package EATOS (environmental assessment tool for organic synthesis) and showed the enzymatic route to have the least environmental impact. (C) 2011 Elsevier B.V. All rights reserved. Article in Journal/Newspaper Antarc* Antarctica Lund University Publications (LUP) Journal of Molecular Catalysis B: Enzymatic 72 3-4 263 269
institution Open Polar
collection Lund University Publications (LUP)
op_collection_id ftulundlup
language English
topic Industrial Biotechnology
Biolubricant
Trimethylolpropane
Esterification
Solid acid catalyst
Immobilised lipase
spellingShingle Industrial Biotechnology
Biolubricant
Trimethylolpropane
Esterification
Solid acid catalyst
Immobilised lipase
Orellana Coca Åkerman, Cecilia
Gaber, Yasser
Abd Ghani, Noraini
Lamsa, Merja
Hatti-Kaul, Rajni
Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts
topic_facet Industrial Biotechnology
Biolubricant
Trimethylolpropane
Esterification
Solid acid catalyst
Immobilised lipase
description Biolubricants derived from vegetable oils are environmentally compatible products due to their low toxicity and good biodegradability. Synthetic esters based on polyols and fatty acids possess suitable properties for lubricant applications, even at extreme temperatures. In this work, synthesis of esters from trimethylolpropane (TMP) and carboxylic acids from C5 to C18 has been studied and compared using different heterogeneous catalysts (silica-sulphuric acid, Amberlyst-15, and immobilised lipase B from Candida antarctica). Silica-sulphuric acid was found to be the most efficient catalyst followed by Amberlyst-15, especially when using short chain carboxylic acids. The reaction efficiency decreased with increasing alkyl chain length. On the other hand, the immobilised lipase (Novozym (R) 435) did not exhibit any activity with C5 acid and the activity increased with increase in length of the fatty acid chain. For synthesis of C18-ester, the biocatalytic production turned out to be comparable to silica-sulphuric acid, and moreover led to a better quality of the final product. The products showed suitable cold-flow properties for application at low temperature. A general trend of increasing pour point (-75 degrees C to -42 degrees C) and viscosity index (80-208) with increase in alkyl chain of the carboxylic acid from C5 to C18 was observed. The synthesis of TMP-trioleate using the solid acid catalysts and the biocatalyst was compared using the freeware package EATOS (environmental assessment tool for organic synthesis) and showed the enzymatic route to have the least environmental impact. (C) 2011 Elsevier B.V. All rights reserved.
format Article in Journal/Newspaper
author Orellana Coca Åkerman, Cecilia
Gaber, Yasser
Abd Ghani, Noraini
Lamsa, Merja
Hatti-Kaul, Rajni
author_facet Orellana Coca Åkerman, Cecilia
Gaber, Yasser
Abd Ghani, Noraini
Lamsa, Merja
Hatti-Kaul, Rajni
author_sort Orellana Coca Åkerman, Cecilia
title Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts
title_short Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts
title_full Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts
title_fullStr Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts
title_full_unstemmed Clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts
title_sort clean synthesis of biolubricants for low temperature applications using heterogeneous catalysts
publisher Elsevier
publishDate 2011
url https://lup.lub.lu.se/record/2179376
https://doi.org/10.1016/j.molcatb.2011.06.014
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source Journal of Molecular Catalysis B: Enzymatic; 72(3-4), pp 263-269 (2011)
ISSN: 1873-3158
op_relation https://lup.lub.lu.se/record/2179376
http://dx.doi.org/10.1016/j.molcatb.2011.06.014
wos:000295299800027
scopus:80052262550
op_doi https://doi.org/10.1016/j.molcatb.2011.06.014
container_title Journal of Molecular Catalysis B: Enzymatic
container_volume 72
container_issue 3-4
container_start_page 263
op_container_end_page 269
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