Lipase mediated simultaneous esterification and epoxidation of oleic acid for the production of alkylepoxystearates
(2007) In Journal of Molecular Catalysis B: Enzymatic 44(3-4). p.133-137- Abstract
- Epoxy alkylstearates were synthesized by lipase catalysed esterification and perhydrolysis followed by epoxidation of oleic acid in a one-pot process. Immobilized Candida antarctica lipase (Novozym 435) was used as the catalyst. The esterification reaction occurred relatively quickly and was followed by epoxidation of the alkyl ester and the remaining fatty acid. Higher degree of esterification was achieved with n-octanol, n-hexanol and n-butanol as compared to that with ethanol and iso-propanol. The rate and yield of epoxidation was enhanced with iso-propanol but was lowered with the other alcohols. The lipase suffered significant loss in activity during the reaction primarily due to hydrogen peroxide. The presence of alcohols, in... (More)
- Epoxy alkylstearates were synthesized by lipase catalysed esterification and perhydrolysis followed by epoxidation of oleic acid in a one-pot process. Immobilized Candida antarctica lipase (Novozym 435) was used as the catalyst. The esterification reaction occurred relatively quickly and was followed by epoxidation of the alkyl ester and the remaining fatty acid. Higher degree of esterification was achieved with n-octanol, n-hexanol and n-butanol as compared to that with ethanol and iso-propanol. The rate and yield of epoxidation was enhanced with iso-propanol but was lowered with the other alcohols. The lipase suffered significant loss in activity during the reaction primarily due to hydrogen peroxide. The presence of alcohols, in particular ethanol. further contributed to the enzyme inactivation. The epoxidation reaction could be improved by step-wise addition of the lipase. (c) 2006 Elsevier B.V All rights reserved. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/673641
- author
- Orellana Coca Åkerman, Cecilia LU ; Billakanti, Jagan M. ; Mattiasson, Bo LU and Hatti-Kaul, Rajni LU
- organization
- publishing date
- 2007
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- alkylepoxystearate, lipase, oleic acid, plasticizer
- in
- Journal of Molecular Catalysis B: Enzymatic
- volume
- 44
- issue
- 3-4
- pages
- 133 - 137
- publisher
- Elsevier
- external identifiers
-
- wos:000244382300007
- scopus:33846539109
- ISSN
- 1873-3158
- DOI
- 10.1016/j.molcatb.2006.09.002
- language
- English
- LU publication?
- yes
- id
- cadeed1d-1eab-4c9c-a82d-0671b46fb5a4 (old id 673641)
- date added to LUP
- 2016-04-01 11:40:31
- date last changed
- 2022-03-28 01:25:58
@article{cadeed1d-1eab-4c9c-a82d-0671b46fb5a4,
abstract = {{Epoxy alkylstearates were synthesized by lipase catalysed esterification and perhydrolysis followed by epoxidation of oleic acid in a one-pot process. Immobilized Candida antarctica lipase (Novozym 435) was used as the catalyst. The esterification reaction occurred relatively quickly and was followed by epoxidation of the alkyl ester and the remaining fatty acid. Higher degree of esterification was achieved with n-octanol, n-hexanol and n-butanol as compared to that with ethanol and iso-propanol. The rate and yield of epoxidation was enhanced with iso-propanol but was lowered with the other alcohols. The lipase suffered significant loss in activity during the reaction primarily due to hydrogen peroxide. The presence of alcohols, in particular ethanol. further contributed to the enzyme inactivation. The epoxidation reaction could be improved by step-wise addition of the lipase. (c) 2006 Elsevier B.V All rights reserved.}},
author = {{Orellana Coca Åkerman, Cecilia and Billakanti, Jagan M. and Mattiasson, Bo and Hatti-Kaul, Rajni}},
issn = {{1873-3158}},
keywords = {{alkylepoxystearate; lipase; oleic acid; plasticizer}},
language = {{eng}},
number = {{3-4}},
pages = {{133--137}},
publisher = {{Elsevier}},
series = {{Journal of Molecular Catalysis B: Enzymatic}},
title = {{Lipase mediated simultaneous esterification and epoxidation of oleic acid for the production of alkylepoxystearates}},
url = {{http://dx.doi.org/10.1016/j.molcatb.2006.09.002}},
doi = {{10.1016/j.molcatb.2006.09.002}},
volume = {{44}},
year = {{2007}},
}