Renewable linear alpha olefins by selective ethenolysis of decarboxylated fatty acids

F. van der Klis; J.E.L. le Notre; R. Blaauw; J. van Haveren; D.S. van Es

doi:10.1002/ejlt.201200024

Renewable linear alpha olefins by selective ethenolysis of decarboxylated fatty acids

F. van der Klis, J.E.L. le Notre, R. Blaauw, J. van Haveren, D.S. van Es

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

A two-step concept for the production of linear alpha olefins from biomass is reported. As a starting material an internally unsaturated C17 alkene was used, which was obtained by the decarboxylation of oleic acid. Here, we report on the ethenolysis of this bio-based product, using commercially available metathesis catalysts. The desired alpha olefin products, 1-nonene and 1-decene, were obtained in excellent yield (96%) and selectivity (96%). Practical applications: The two-step conversion described in this contribution, starting from unsaturated fatty acids, provides a method for the production of industrially important linear alpha olefins. These valuable products are widely used as starting materials for the production of surfactants and polymers such as linear low density polyethylene (LLDPE).

Original language	English
Pages (from-to)	911-918
Journal	European Journal of Lipid Science and Technology
Volume	114
Issue number	8
DOIs	https://doi.org/10.1002/ejlt.201200024
Publication status	Published - 2012

Keywords

productive catalyst turnovers
metathesis catalysts
cross-metathesis
methyl oleate
natural oils
dimethyl carbonate
high conversion
diesel fuel
deoxygenation
feedstocks

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/ejlt.201200024

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title = "Renewable linear alpha olefins by selective ethenolysis of decarboxylated fatty acids",

abstract = "A two-step concept for the production of linear alpha olefins from biomass is reported. As a starting material an internally unsaturated C17 alkene was used, which was obtained by the decarboxylation of oleic acid. Here, we report on the ethenolysis of this bio-based product, using commercially available metathesis catalysts. The desired alpha olefin products, 1-nonene and 1-decene, were obtained in excellent yield (96%) and selectivity (96%). Practical applications: The two-step conversion described in this contribution, starting from unsaturated fatty acids, provides a method for the production of industrially important linear alpha olefins. These valuable products are widely used as starting materials for the production of surfactants and polymers such as linear low density polyethylene (LLDPE).",

keywords = "productive catalyst turnovers, metathesis catalysts, cross-metathesis, methyl oleate, natural oils, dimethyl carbonate, high conversion, diesel fuel, deoxygenation, feedstocks",

author = "{van der Klis}, F. and {le Notre}, J.E.L. and R. Blaauw and {van Haveren}, J. and {van Es}, D.S.",

year = "2012",

doi = "10.1002/ejlt.201200024",

language = "English",

volume = "114",

pages = "911--918",

journal = "European Journal of Lipid Science and Technology",

issn = "1438-7697",

publisher = "VCH",

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TY - JOUR

T1 - Renewable linear alpha olefins by selective ethenolysis of decarboxylated fatty acids

AU - van der Klis, F.

AU - le Notre, J.E.L.

AU - Blaauw, R.

AU - van Haveren, J.

AU - van Es, D.S.

PY - 2012

Y1 - 2012

N2 - A two-step concept for the production of linear alpha olefins from biomass is reported. As a starting material an internally unsaturated C17 alkene was used, which was obtained by the decarboxylation of oleic acid. Here, we report on the ethenolysis of this bio-based product, using commercially available metathesis catalysts. The desired alpha olefin products, 1-nonene and 1-decene, were obtained in excellent yield (96%) and selectivity (96%). Practical applications: The two-step conversion described in this contribution, starting from unsaturated fatty acids, provides a method for the production of industrially important linear alpha olefins. These valuable products are widely used as starting materials for the production of surfactants and polymers such as linear low density polyethylene (LLDPE).

AB - A two-step concept for the production of linear alpha olefins from biomass is reported. As a starting material an internally unsaturated C17 alkene was used, which was obtained by the decarboxylation of oleic acid. Here, we report on the ethenolysis of this bio-based product, using commercially available metathesis catalysts. The desired alpha olefin products, 1-nonene and 1-decene, were obtained in excellent yield (96%) and selectivity (96%). Practical applications: The two-step conversion described in this contribution, starting from unsaturated fatty acids, provides a method for the production of industrially important linear alpha olefins. These valuable products are widely used as starting materials for the production of surfactants and polymers such as linear low density polyethylene (LLDPE).

KW - productive catalyst turnovers

KW - metathesis catalysts

KW - cross-metathesis

KW - methyl oleate

KW - natural oils

KW - dimethyl carbonate

KW - high conversion

KW - diesel fuel

KW - deoxygenation

KW - feedstocks

U2 - 10.1002/ejlt.201200024

DO - 10.1002/ejlt.201200024

M3 - Article

SN - 1438-7697

VL - 114

SP - 911

EP - 918

JO - European Journal of Lipid Science and Technology

JF - European Journal of Lipid Science and Technology

IS - 8

ER -

Renewable linear alpha olefins by selective ethenolysis of decarboxylated fatty acids

Abstract

Keywords

UN SDGs

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