Valorization of palm oil via cross-metathesis reaction using 1-octene

The use of palm oil-derived polyol in polyurethane manufacturing is restricted owing to its poor hydroxyl value, which results in a suboptimal polyurethane network. Palm oil could be first chemically modified by cross metathesis (CM) into olefin and ester products with terminal double bonds prior to...

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Main Authors: M., Thangavel, S. Y., Chin
Format: Article
Language:English
Published: Taylor & Francis 2022
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Online Access:http://umpir.ump.edu.my/id/eprint/35232/1/Valorization%20of%20palm%20oil%20via%20cross-metathesis.pdf
http://umpir.ump.edu.my/id/eprint/35232/
https://doi.org/10.1080/00986445.2022.2111555
https://doi.org/10.1080/00986445.2022.2111555
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spelling my.ump.umpir.352322022-09-20T04:03:09Z http://umpir.ump.edu.my/id/eprint/35232/ Valorization of palm oil via cross-metathesis reaction using 1-octene M., Thangavel S. Y., Chin TP Chemical technology The use of palm oil-derived polyol in polyurethane manufacturing is restricted owing to its poor hydroxyl value, which results in a suboptimal polyurethane network. Palm oil could be first chemically modified by cross metathesis (CM) into olefin and ester products with terminal double bonds prior to converting it to the polyols with optimum hydroxyl value. Due to the catalyst degradation and the unwanted self-metathesis reaction, the plant oil CM employing ethylene has been limited by its poor selectivity and low yield. The goal of present research is to investigate the palm oil CM using 1-octene from the aspects of parametric and kinetic analysis. The use of 1-octene was hypothesized to prevent the formation of undesired catalytic intermediates and hence allowing the ruthenium-based Hoveyda Grubbs second generation catalyst (2nd HGC) to maintain its activity and stability. Adopting one factorial at time (OFAT) in a batch system, the effect of different parameters on cross-metathesis of palm oil was examined. The variation in reaction time, temperature, reactant molar ratio of 1-octene to triolein (MOC/TR), and catalyst loadings were correlated to triolein conversion, yield, and selectivity of 1-decene. The products such as 1-decene and glyceryl tri-9-decenoate were quantified using Gas Chromatography-Mass Spectrometry (GC-MS). The maximum triolein conversion and 1-decene yield, 97.78% and 293.36% respectively, were obtained when the cross metathesis of palm oil using 1-octene occurred at 343 K for 2 h with MOC/TR of 8 and catalyst loading of 5 ppm. After three consecutive catalytic tests carried out at best operating condition, the insignificant decline in the reaction performance evidenced that the 2nd HGC catalyst remained active and stable. It was also found that the power-law model well predicted the concentration profile of the cross-metathesis of palm oil using 1-octene, estimating activation energy of 22583 J/mol. This study developed a new technically feasible process for adding value to palm oil, by enabling the use of palm oil as a feedstock for the production of polyol. Taylor & Francis 2022 Article PeerReviewed pdf en http://umpir.ump.edu.my/id/eprint/35232/1/Valorization%20of%20palm%20oil%20via%20cross-metathesis.pdf M., Thangavel and S. Y., Chin (2022) Valorization of palm oil via cross-metathesis reaction using 1-octene. Chemical Engineering Communications. pp. 1-14. ISSN 1563-5201 https://doi.org/10.1080/00986445.2022.2111555 https://doi.org/10.1080/00986445.2022.2111555
institution Universiti Malaysia Pahang
building UMP Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaysia Pahang
content_source UMP Institutional Repository
url_provider http://umpir.ump.edu.my/
language English
topic TP Chemical technology
spellingShingle TP Chemical technology
M., Thangavel
S. Y., Chin
Valorization of palm oil via cross-metathesis reaction using 1-octene
description The use of palm oil-derived polyol in polyurethane manufacturing is restricted owing to its poor hydroxyl value, which results in a suboptimal polyurethane network. Palm oil could be first chemically modified by cross metathesis (CM) into olefin and ester products with terminal double bonds prior to converting it to the polyols with optimum hydroxyl value. Due to the catalyst degradation and the unwanted self-metathesis reaction, the plant oil CM employing ethylene has been limited by its poor selectivity and low yield. The goal of present research is to investigate the palm oil CM using 1-octene from the aspects of parametric and kinetic analysis. The use of 1-octene was hypothesized to prevent the formation of undesired catalytic intermediates and hence allowing the ruthenium-based Hoveyda Grubbs second generation catalyst (2nd HGC) to maintain its activity and stability. Adopting one factorial at time (OFAT) in a batch system, the effect of different parameters on cross-metathesis of palm oil was examined. The variation in reaction time, temperature, reactant molar ratio of 1-octene to triolein (MOC/TR), and catalyst loadings were correlated to triolein conversion, yield, and selectivity of 1-decene. The products such as 1-decene and glyceryl tri-9-decenoate were quantified using Gas Chromatography-Mass Spectrometry (GC-MS). The maximum triolein conversion and 1-decene yield, 97.78% and 293.36% respectively, were obtained when the cross metathesis of palm oil using 1-octene occurred at 343 K for 2 h with MOC/TR of 8 and catalyst loading of 5 ppm. After three consecutive catalytic tests carried out at best operating condition, the insignificant decline in the reaction performance evidenced that the 2nd HGC catalyst remained active and stable. It was also found that the power-law model well predicted the concentration profile of the cross-metathesis of palm oil using 1-octene, estimating activation energy of 22583 J/mol. This study developed a new technically feasible process for adding value to palm oil, by enabling the use of palm oil as a feedstock for the production of polyol.
format Article
author M., Thangavel
S. Y., Chin
author_facet M., Thangavel
S. Y., Chin
author_sort M., Thangavel
title Valorization of palm oil via cross-metathesis reaction using 1-octene
title_short Valorization of palm oil via cross-metathesis reaction using 1-octene
title_full Valorization of palm oil via cross-metathesis reaction using 1-octene
title_fullStr Valorization of palm oil via cross-metathesis reaction using 1-octene
title_full_unstemmed Valorization of palm oil via cross-metathesis reaction using 1-octene
title_sort valorization of palm oil via cross-metathesis reaction using 1-octene
publisher Taylor & Francis
publishDate 2022
url http://umpir.ump.edu.my/id/eprint/35232/1/Valorization%20of%20palm%20oil%20via%20cross-metathesis.pdf
http://umpir.ump.edu.my/id/eprint/35232/
https://doi.org/10.1080/00986445.2022.2111555
https://doi.org/10.1080/00986445.2022.2111555
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