Production of conjugated linoleic acid-rich cottonseed oil by supported Ru catalyzed isomerization

Published Date
Industrial Crops and Products
March 2017, Vol.97:10–20, doi:10.1016/j.indcrop.2016.12.004

• Author 

• Shulai Liu ^a,b
• Zegao Wang ^b,c
• Xuebing Xu ^b,d
• Yuting Ding ^b
• Zheng Guo ^b,,

• aDepartment of Food Science, Ocean College, Zhejiang University of Technology, Chaowang Rd 18, Hangzhou 310014, PR China
• bDepartment of Engineering, Faculty of Science and Technology, Aarhus University, Gustav Wieds Vej 10, 8000 Aarhus C, Denmark
• cInterdisciplinary Nanoscience Center, Aarhus University, Gustav Wieds Vej 14, 8000 Aarhus C, Denmark
• dWilmar (Shanghai) Biotechnology Research & Development Center Co. Ltd, Area A, Gaodong Road No.118, Pudong New District, Shanghai 200137, PR China

Received 28 October 2016. Revised 20 November 2016. Accepted 5 December 2016. Available online 9 December 2016. 

Highlights

• •
  Conjugated linoleic acid-rich cotton seed oil is produced via one-step Ru-catalyzed isomerization.
• •
  Ru black enables 51.32% conversion of linoleic acid & 83.70% selectivity.
• •
  Linoleic acid in Sn-2/Sn-1,3 positions doesnot show significant difference for isomerization.
• •
  XPS deconvolution reveals a correlation of Ru content vs catalytic property.
• •
  Reaction activity/selectivity shows a pronounced correlation to Ru(IV) content.

Abstract

Supported metal (e.g. Ruthenium (Ru)) is capable to catalyze the isomerization of polyunsaturated fatty acids in plant oils into conjugated fatty acids. Conjugated linoleic acids (CLAs) produced from plant oils have not only been associated with diverse health and physiological effects, but also been interesting renewable compounds in producing industrial products such as paints, glues, and polymers, due to the presence of very reactive conjugated double bonds. To explore the industrial potential of heterogeneous supported metal catalyst in converting food-use limited cottonseed oil (CSO) into conjugated linoleic acid (CLA)-rich plant oil, Ru/C (J.M.), Ru/C (Sigma), Ru/Al₂O₃ and Ru black are examined for their catalytic efficiency/selectivity in decane and solvent-free systems. X-ray photoelectron spectroscopy (XPS) and scanning electron microscopy (SEM) are employed for their surface chemical composition and morphology analyses. Deconvolution of Ru 3p and 3d spectra are executed by Gaussian and Lorentzian fitting; and a qualitative correlation between oxidation states of Ru and catalytic activity/selectivity of Ru catalysts are delineated. In 24 h in solvent-free system Ru black is capable to achieve 51.3% conversion of linoleic acid (LA) in CSO with excellent selectivity (83.7%) towards CLA formation (CLA-rich CSO can be easily obtained by simple filtration); conversion of LA doesnot show any Sn-2/Sn-1,3 region-preference; however, the reaction activity/selectivity is pronouncedly correlated to the content of Ru (IV) in catalysts.

Graphical abstract

Keywords

• Conjugated linoleic acid (CLA)
• Ruthenium
• Isomerization
• Cottonseed oil (CSO)
• Regiospecific analysis
• X-ray photoelectron spectroscopy (XPS)

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  Corresponding author.
  
  

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