Catalytic deoxygenation of triglycerides to hydrocarbons over supported nickel catalysts

Tonya Morgan; Eduardo Santillan-Jimenez; Anne E. Harman-Ware; Yaying Ji; Daniel Grubb; Mark Crocker

doi:10.1016/j.cej.2012.02.027

Catalytic deoxygenation of triglycerides to hydrocarbons over supported nickel catalysts

Tonya Morgan, Eduardo Santillan-Jimenez, Anne E. Harman-Ware, Yaying Ji, Daniel Grubb, Mark Crocker

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

159 Scopus citations

Abstract

The deoxygenation of triolein and soybean oil under nitrogen atmosphere was investigated over Ni-Al, Ni-Mg-Al and Mg-Al layered double hydroxides, as well as 20wt.% Ni/Al ₂O ₃. Deoxygenation was found to proceed via removal of the carboxyl group in the fatty acid structure as CO ₂ and CO, while additional cracking of the fatty acid chains resulted in the formation of mainly liquid (C5-C17) hydrocarbons. In comparison with triolein, the greater unsaturation of soybean oil resulted in increased cracking, leading to the formation of lighter hydrocarbons and higher amounts of coke deposits. According to ¹³C NMR measurements, one of the pathways for hydrocarbon formation involves a β-hydrogen elimination in the triglyceride to produce a fatty acid, the decarboxylation of which yields a linear hydrocarbon. The formation of coke was consistently observed in these reactions and was found to limit catalyst activity.

Original language	English
Pages (from-to)	346-355
Number of pages	10
Journal	Chemical Engineering Journal
Volume	189-190
DOIs	https://doi.org/10.1016/j.cej.2012.02.027
State	Published - May 1 2012

Bibliographical note

Funding Information:
The authors thank Owensboro Grain for a gift of soybean oil and Dr. Jin Wang for helpful discussions. This work was funded in part by the U.S. Department of Energy (DOE) under award DE-FG36-08GO88043.

Keywords

Decarboxylation
Deoxygenation
Hydrotalcite
Layered double hydroxide
Ni
Triglyceride

ASJC Scopus subject areas

General Chemistry
Environmental Chemistry
General Chemical Engineering
Industrial and Manufacturing Engineering

Access to Document

10.1016/j.cej.2012.02.027

Cite this

@article{e821449d1d9b41b3b3a880c4ca31d5b3,

title = "Catalytic deoxygenation of triglycerides to hydrocarbons over supported nickel catalysts",

abstract = "The deoxygenation of triolein and soybean oil under nitrogen atmosphere was investigated over Ni-Al, Ni-Mg-Al and Mg-Al layered double hydroxides, as well as 20wt.% Ni/Al 2O 3. Deoxygenation was found to proceed via removal of the carboxyl group in the fatty acid structure as CO 2 and CO, while additional cracking of the fatty acid chains resulted in the formation of mainly liquid (C5-C17) hydrocarbons. In comparison with triolein, the greater unsaturation of soybean oil resulted in increased cracking, leading to the formation of lighter hydrocarbons and higher amounts of coke deposits. According to 13C NMR measurements, one of the pathways for hydrocarbon formation involves a β-hydrogen elimination in the triglyceride to produce a fatty acid, the decarboxylation of which yields a linear hydrocarbon. The formation of coke was consistently observed in these reactions and was found to limit catalyst activity.",

keywords = "Decarboxylation, Deoxygenation, Hydrotalcite, Layered double hydroxide, Ni, Triglyceride",

author = "Tonya Morgan and Eduardo Santillan-Jimenez and Harman-Ware, {Anne E.} and Yaying Ji and Daniel Grubb and Mark Crocker",

note = "Funding Information: The authors thank Owensboro Grain for a gift of soybean oil and Dr. Jin Wang for helpful discussions. This work was funded in part by the U.S. Department of Energy (DOE) under award DE-FG36-08GO88043.",

year = "2012",

month = may,

day = "1",

doi = "10.1016/j.cej.2012.02.027",

language = "English",

volume = "189-190",

pages = "346--355",

}

TY - JOUR

T1 - Catalytic deoxygenation of triglycerides to hydrocarbons over supported nickel catalysts

AU - Morgan, Tonya

AU - Santillan-Jimenez, Eduardo

AU - Harman-Ware, Anne E.

AU - Ji, Yaying

AU - Grubb, Daniel

AU - Crocker, Mark

N1 - Funding Information: The authors thank Owensboro Grain for a gift of soybean oil and Dr. Jin Wang for helpful discussions. This work was funded in part by the U.S. Department of Energy (DOE) under award DE-FG36-08GO88043.

PY - 2012/5/1

Y1 - 2012/5/1

N2 - The deoxygenation of triolein and soybean oil under nitrogen atmosphere was investigated over Ni-Al, Ni-Mg-Al and Mg-Al layered double hydroxides, as well as 20wt.% Ni/Al 2O 3. Deoxygenation was found to proceed via removal of the carboxyl group in the fatty acid structure as CO 2 and CO, while additional cracking of the fatty acid chains resulted in the formation of mainly liquid (C5-C17) hydrocarbons. In comparison with triolein, the greater unsaturation of soybean oil resulted in increased cracking, leading to the formation of lighter hydrocarbons and higher amounts of coke deposits. According to 13C NMR measurements, one of the pathways for hydrocarbon formation involves a β-hydrogen elimination in the triglyceride to produce a fatty acid, the decarboxylation of which yields a linear hydrocarbon. The formation of coke was consistently observed in these reactions and was found to limit catalyst activity.

AB - The deoxygenation of triolein and soybean oil under nitrogen atmosphere was investigated over Ni-Al, Ni-Mg-Al and Mg-Al layered double hydroxides, as well as 20wt.% Ni/Al 2O 3. Deoxygenation was found to proceed via removal of the carboxyl group in the fatty acid structure as CO 2 and CO, while additional cracking of the fatty acid chains resulted in the formation of mainly liquid (C5-C17) hydrocarbons. In comparison with triolein, the greater unsaturation of soybean oil resulted in increased cracking, leading to the formation of lighter hydrocarbons and higher amounts of coke deposits. According to 13C NMR measurements, one of the pathways for hydrocarbon formation involves a β-hydrogen elimination in the triglyceride to produce a fatty acid, the decarboxylation of which yields a linear hydrocarbon. The formation of coke was consistently observed in these reactions and was found to limit catalyst activity.

KW - Decarboxylation

KW - Deoxygenation

KW - Hydrotalcite

KW - Layered double hydroxide

KW - Ni

KW - Triglyceride

UR - http://www.scopus.com/inward/record.url?scp=84859725211&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84859725211&partnerID=8YFLogxK

U2 - 10.1016/j.cej.2012.02.027

DO - 10.1016/j.cej.2012.02.027

M3 - Article

AN - SCOPUS:84859725211

SN - 1385-8947

VL - 189-190

SP - 346

EP - 355

JO - Chemical Engineering Journal

JF - Chemical Engineering Journal

ER -

Catalytic deoxygenation of triglycerides to hydrocarbons over supported nickel catalysts

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this