Camphorane as a Renewable Diesel Blendstock Produced by Cyclodimerization of Myrcene

Orion Staples; Juan H. Leal; Patrick A. Cherry; Charles S. McEnally; Lisa D. Pfefferle; Troy A. Semelsberger; Andrew D. Sutton; Cameron M. Moore

doi:10.1021/acs.energyfuels.9b02557

Camphorane as a Renewable Diesel Blendstock Produced by Cyclodimerization of Myrcene

Orion Staples
, Juan H. Leal
, Patrick A. Cherry
, Charles S. McEnally
, Lisa D. Pfefferle
, Troy A. Semelsberger
, Andrew D. Sutton
, Cameron M. Moore

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

14 Scopus citations

Abstract

Camphorene was synthesized by the thermal Diels-Alder cyclodimerization of myrcene and subsequently hydrogenated to produce camphorane. On the basis of common fuel metrics (density, lower heating value, cetane, and viscosity) the prepared camphorane fuel displays appropriate physicochemical properties for its implementation in compression ignition engines. The high viscosity of camphorane necessitates its blending with petroleum diesel, which provides a final fuel within the ASTM specification for diesel. Soot production measurements of camphorane and its blends with diesel demonstrate a potential to significantly reduce soot emissions. The physicochemical and combustion properties of camphorane are further compared to those of other terpene biofuels along with biodiesel.

Original language	English
Pages (from-to)	9956-9964
Number of pages	9
Journal	Energy and Fuels
Volume	33
Issue number	10
DOIs	https://doi.org/10.1021/acs.energyfuels.9b02557
State	Published - Oct 17 2019
Externally published	Yes

Funding

This research was conducted as part of the Co-Optimization of Fuels & Engines (Co-Optima) project sponsored by the U.S. Department of Energy (DOE) Office of Energy Efficiency and Renewable Energy (EERE), Bioenergy Technologies and Vehicle Technologies Offices (Program Award Number DE-EE0007983). Co-Optima is a collaborative project of multiple national laboratories initiated to simultaneously accelerate the introduction of affordable, scalable, and sustainable biofuels and high-efficiency, low-emission vehicle engines. This work was also supported by the National Science Foundation (NSF) under Grant Number CBET 1604983. PAC’s participation was supported by an NSF Research Experiences for Undergraduates supplement to Grant Number CBET 1604983. We thank Courtney Ryan for helpful suggestions during the preparation of this manuscript. Los Alamos National Laboratory is operated by Triad National Security, LLC for the National Nuclear Security Administration of U.S. Department of Energy (Contract No. 89233218CNA000001). This research was conducted as part of the Co-Optimization of Fuels & Engines (Co-Optima) project sponsored by the U.S. Department of Energy (DOE) Office of Energy Efficiency and Renewable Energy (EERE) Bioenergy Technologies and Vehicle Technologies Offices (Program Award Number DE-EE0007983). Co-Optima is a collaborative project of multiple national laboratories initiated to simultaneously accelerate the introduction of affordable, scalable, and sustainable biofuels and high-efficiency low-emission vehicle engines. This work was also supported by the National Science Foundation (NSF) under Grant Number CBET 1604983. PAC's participation was supported by an NSF Research Experiences for Undergraduates supplement to Grant Number CBET 1604983. We thank Courtney Ryan for helpful suggestions during the preparation of this manuscript. Los Alamos National Laboratory is operated by Triad National Security, LLC for the National Nuclear Security Administration of U.S. Department of Energy (Contract No. 89233218CNA000001).

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10.1021/acs.energyfuels.9b02557

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title = "Camphorane as a Renewable Diesel Blendstock Produced by Cyclodimerization of Myrcene",

abstract = "Camphorene was synthesized by the thermal Diels-Alder cyclodimerization of myrcene and subsequently hydrogenated to produce camphorane. On the basis of common fuel metrics (density, lower heating value, cetane, and viscosity) the prepared camphorane fuel displays appropriate physicochemical properties for its implementation in compression ignition engines. The high viscosity of camphorane necessitates its blending with petroleum diesel, which provides a final fuel within the ASTM specification for diesel. Soot production measurements of camphorane and its blends with diesel demonstrate a potential to significantly reduce soot emissions. The physicochemical and combustion properties of camphorane are further compared to those of other terpene biofuels along with biodiesel.",

author = "Orion Staples and Leal, \{Juan H.\} and Cherry, \{Patrick A.\} and McEnally, \{Charles S.\} and Pfefferle, \{Lisa D.\} and Semelsberger, \{Troy A.\} and Sutton, \{Andrew D.\} and Moore, \{Cameron M.\}",

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doi = "10.1021/acs.energyfuels.9b02557",

language = "English",

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T1 - Camphorane as a Renewable Diesel Blendstock Produced by Cyclodimerization of Myrcene

AU - Staples, Orion

AU - Leal, Juan H.

AU - Cherry, Patrick A.

AU - McEnally, Charles S.

AU - Pfefferle, Lisa D.

AU - Semelsberger, Troy A.

AU - Sutton, Andrew D.

AU - Moore, Cameron M.

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N2 - Camphorene was synthesized by the thermal Diels-Alder cyclodimerization of myrcene and subsequently hydrogenated to produce camphorane. On the basis of common fuel metrics (density, lower heating value, cetane, and viscosity) the prepared camphorane fuel displays appropriate physicochemical properties for its implementation in compression ignition engines. The high viscosity of camphorane necessitates its blending with petroleum diesel, which provides a final fuel within the ASTM specification for diesel. Soot production measurements of camphorane and its blends with diesel demonstrate a potential to significantly reduce soot emissions. The physicochemical and combustion properties of camphorane are further compared to those of other terpene biofuels along with biodiesel.

AB - Camphorene was synthesized by the thermal Diels-Alder cyclodimerization of myrcene and subsequently hydrogenated to produce camphorane. On the basis of common fuel metrics (density, lower heating value, cetane, and viscosity) the prepared camphorane fuel displays appropriate physicochemical properties for its implementation in compression ignition engines. The high viscosity of camphorane necessitates its blending with petroleum diesel, which provides a final fuel within the ASTM specification for diesel. Soot production measurements of camphorane and its blends with diesel demonstrate a potential to significantly reduce soot emissions. The physicochemical and combustion properties of camphorane are further compared to those of other terpene biofuels along with biodiesel.

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Camphorane as a Renewable Diesel Blendstock Produced by Cyclodimerization of Myrcene

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