Extension of Biodiesel Aging Mechanism–the Role and Influence of Methyl Oleate and the Contribution of Alcohols Through the Use of Solketal
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In: ChemSusChem, Vol. 16, No. 17, e202300263, 08.09.2023.
Research output: Journal contributions › Journal articles › Research › peer-review
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TY - JOUR
T1 - Extension of Biodiesel Aging Mechanism–the Role and Influence of Methyl Oleate and the Contribution of Alcohols Through the Use of Solketal
AU - Türck, Julian
AU - Schmitt, Fabian
AU - Anthofer, Lukas
AU - Türck, Ralf
AU - Ruck, Wolfgang
AU - Krahl, Jürgen
N1 - Publisher Copyright: © 2023 The Authors. ChemSusChem published by Wiley-VCH GmbH.
PY - 2023/9/8
Y1 - 2023/9/8
N2 - The energy crisis and dependence on fossil fuels forces societies to develop alternative pathways to secure energy supplies. Therefore, non-fossil fuels such as biofuels and e-fuels can help counteract the resulting demand for existing combustion engines. However, biofuels, like biodiesel, have disadvantages in terms of oxidation stability. In general, aging of biodiesel is a complex mechanism due to interaction of various components. In order to develop an ideal fuel, the mechanism must be understood in full detail. In this work, an attempt is made to simplify the system by using methyl oleate as a biodiesel model component. In addition, other fuel components of interest such as alcohols and their respective acids help to clarify the aging mechanism. This work used isopropylidene glycerol (solketal) as the main alcohol, 1-octanol and octanoic acid. A holistic biodiesel aging scheme was developed by using generated data and evaluating the role of acids. They epoxidize unsaturated fatty acid via Prileschajev reactions. In addition, the role of epoxides in oligomerization reactions is confirmed. Moreover, the alcohols show that the suppression of oligomerization can be achieved by the reaction with methyl oleate. The alcohol-dependent aging products were determined by quadrupole time-of-flight (Q-TOF) mass spectrometry.
AB - The energy crisis and dependence on fossil fuels forces societies to develop alternative pathways to secure energy supplies. Therefore, non-fossil fuels such as biofuels and e-fuels can help counteract the resulting demand for existing combustion engines. However, biofuels, like biodiesel, have disadvantages in terms of oxidation stability. In general, aging of biodiesel is a complex mechanism due to interaction of various components. In order to develop an ideal fuel, the mechanism must be understood in full detail. In this work, an attempt is made to simplify the system by using methyl oleate as a biodiesel model component. In addition, other fuel components of interest such as alcohols and their respective acids help to clarify the aging mechanism. This work used isopropylidene glycerol (solketal) as the main alcohol, 1-octanol and octanoic acid. A holistic biodiesel aging scheme was developed by using generated data and evaluating the role of acids. They epoxidize unsaturated fatty acid via Prileschajev reactions. In addition, the role of epoxides in oligomerization reactions is confirmed. Moreover, the alcohols show that the suppression of oligomerization can be achieved by the reaction with methyl oleate. The alcohol-dependent aging products were determined by quadrupole time-of-flight (Q-TOF) mass spectrometry.
KW - biodiesel aging
KW - epoxide-dependent oligomerization
KW - Prileschajew reaction
KW - solketal
KW - Chemistry
KW - Energy research
UR - http://www.scopus.com/inward/record.url?scp=85164524262&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/b5ec5954-7fef-357a-9176-3c807282f91d/
U2 - 10.1002/cssc.202300263
DO - 10.1002/cssc.202300263
M3 - Journal articles
C2 - 37220243
AN - SCOPUS:85164524262
VL - 16
JO - ChemSusChem
JF - ChemSusChem
SN - 1864-5631
IS - 17
M1 - e202300263
ER -