Skip to main content

Vegetable Oils and Fats: Extraction, Composition and Applications

  • Chapter
  • First Online:

Part of the book series: Green Chemistry and Sustainable Technology ((GCST))

Abstract

Lipids contain a broad category of non-polar molecules that are barely soluble or completely insoluble in water, but soluble in chloroform, hexane, methanol and diethyl ether. The main sources of edible lipids are from the agricultural origin, mainly extracted from fruits, seeds or fish. They are found in the form of free or bound fatty acids, phospholipids, waxes, sterols, tocopherols, carotenoids, cholesterol and similar compounds. Oilseeds and fats production requires several unit operations, starting with a pre-treatment stage that includes washing, drying, heating and flaking followed by a processing stage, dependent on the type of raw material and the target product, using different techniques alone or combined such as rendering, pressing and solvent extraction. Crude fat and any other soluble material can be co-extracted in addition to lipids. These may include residual moisture, pigments, carotenes, urea and other compounds. The final stage concerns purification the obtained oils via multiple operations which involve refining, bleaching, destearinating or winterizing, hydrogenation and deodorization. In the last decade, oilseeds and fats have witnessed the extension of their application range from edible food towards new applications. Nowadays, they are included in many preparations of a large range of cosmetics, functional ingredients or nutraceuticals and recently have made the breakthrough as synthons and greener solvent options as described later in this chapter.

This is a preview of subscription content, log in via an institution.

Buying options

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   139.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Hardcover Book
USD   179.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

References

  1. Mielke T (2016) World supply, demand and price outlook for oils and fats. ISTA (International Statistical Agricultural Information Mielke GmbH). http://storage.unitedwebnetwork.com/files/23/351cd4c1229e5a782a3a5acb9f25e819.pdf. Accessed 4 Sept 2018

  2. OECD/FAO (2015) Oilseeds and oilseed products. In: OECD-FAO Agricultural Outlook 2015. OECD Publishing, Paris. https://doi.org/10.1787/agr_outlook-2015-8-en

  3. Peter T (2016) FAO food outlook May 2015. FAO—Trade and Markets Division 2016

    Google Scholar 

  4. Singh RP, Baldwin AR, Formo MW (1998) Fat and oil processing. Encyclopædia Britannica Inc. https://www.britannica.com/science/fat-processing. Accessed 25 Sept 2018

  5. Walisundera MN, Daun KJ (2009) Chemical composition of canola and rapeseed oils. In: Gunstone F (ed) Rapeseed and Canola oil: production, processing, properties and uses. Wiley-Blackwell, London

    Google Scholar 

  6. Dijkstra AJR (2013) Edible oil processing from a patent perspective. Springer Science + Business Media LLC

    Google Scholar 

  7. Ming-Hsun C, Jasreen JK, Sekhon Rosentrater KA, Wang T, Jung S, Johnson LA (2018) Environmental impact assessment of soybean oil production: extruding-expelling process, hexane extraction and aqueous extraction. Food Bioprod Process 108:58–68

    Article  Google Scholar 

  8. Johnson LA, Lusas EW (1983) Comparison of alternative solvents for oils extraction. J Am Oil Chem Soc 60:229–242

    Article  CAS  Google Scholar 

  9. Lajara JR (1990) Solvent extraction of oil from oilseeds: the real basics. In: Erickson DR (ed) Edible fats and oils processing: basic principles and modern practices. AOCS Press, Champaign

    Google Scholar 

  10. Thakor NJ, Sokhansanj S, McGregor I, McCurdy S (1995) Dehulling of canola by hydrothermal treatments. JAOCS 72:597–602

    Article  CAS  Google Scholar 

  11. Strop HR, Perry RR (1990) Vegetable oil extraction process. US Patent 4,944,954 assigned to EPE Incorporated

    Google Scholar 

  12. Virgilio P, Tuomas H, Marjukka K, Risto S, Jussi H, Linnanen L (2009) Sustainability of palm oil production and opportunities for finnish technology and know-how transfer. Lappeenranta University of Technology Press

    Google Scholar 

  13. Rupani PF, Singh RP, Ibrahim MH, Esa N (2010) Review of current palm oil mill effluent (POME) treatment methods: vermicomposting as a sustainable practice. World Appl Sci J 11(1):70–81

    CAS  Google Scholar 

  14. Chandrasekar V, Sampath Charanyaa S, Belur PD, Regupathi I (2015) Refining of edible oils: a critical appraisal of current and potential technologies. Int J Food Sci Technol 50(1):13–23

    Article  Google Scholar 

  15. Bertrand M, Ludger B (2001) Comparison of different methods for the determination of the oil content in oilseeds. J Am Oil Chem Soc 78(1):95–102

    Article  Google Scholar 

  16. Assami K, Chemat S, Meklati BY, Chemat F (2016) Ultrasound-Assisted aromatisation with condiments as an enabling technique for olive oil flavouring and shelf life enhancement. Food Anal Method 9(4):982–990

    Article  Google Scholar 

  17. Chiavaro E, Rodriguez-Estrada MT, Vittadini E, Pellegrini N (2010) Microwave heating of different vegetable oils: relation between chemical and thermal parameters. LWT-Sci Technol 43:1104–1112

    Article  CAS  Google Scholar 

  18. Terigar B, Balasubramanian GS, Sabliov CM, Lima M, Boldor D (2010) Soybean and rice bran oil extraction in a continuous microwave system: from laboratory- to pilot-scale. J Food Eng 104:208–217

    Article  Google Scholar 

  19. Sicaire AG, Vian MA, Fine F, Carré P, Tostain S, Chemat F (2016) Ultrasound induced green solvent extraction of oil from oleaginous seeds. Ultrason Sonochem 31:319–329

    Article  CAS  PubMed  Google Scholar 

  20. Luque-Garcıa JL, Luque de Castro MD (2004) Ultrasound-assisted Soxhlet extraction, an expeditive approach for solid sample treatment, application to the extraction of total fat from oleaginous seeds. J Chromatogr A 1034:237–242

    Article  PubMed  Google Scholar 

  21. Zhang ZS, Wang LJ, Li D, Jiao SS, Chen XD, Mao ZH (2008) Ultrasound-assisted extraction of oil from flaxseed. Sep Purif Technol 62(1):192–198. https://doi.org/10.1016/j.seppur.2008.01.014

    Article  CAS  Google Scholar 

  22. Rayner ET, Dollear FG, Codifer LP (1970) Extraction of aflatoxins from cottonseed and peanut meals with ethanol. J Am Oil Chem Soc 47(1):26. https://doi.org/10.1007/BF02680163

    Article  CAS  Google Scholar 

  23. Rao RK, Arnold LK (1957) Alcoholic extraction of vegetable oils. Part IV. Solubilities of vegetable oils in aqueous 2-propanol. J Am Oil Chem Soc 34:401–404

    Article  CAS  Google Scholar 

  24. Vaccarino C, Vaccarino S (1961) A new industrial process for cottonseed. J Am Oil Chem Soc 38:143. https://doi.org/10.1007/BF02641236

    Article  CAS  Google Scholar 

  25. Rosenthal A, Pyle DL, Niranjan K (1996) Aqueous and enzymatic processes for edible oil extraction. Enzyme Microb Technol 19(6):402–420

    Article  CAS  Google Scholar 

  26. Lusas EW, Jividen GM (1987) Glandless cottonseed: a review of the first 25 years of processing and utilization research. J Am Oil Chem Soc 64(6):839–854. https://doi.org/10.1007/BF02641491

    Article  CAS  Google Scholar 

  27. Cater CM, Rhee KC, Hagenmaier RD, Mattil KF (1974) Aqueous extraction—an alternative oilseed milling process. J Am Oil Chem Soc 51(4):137–141

    Article  CAS  Google Scholar 

  28. Prado JM, Veggi PC, Moraes MN, Zabot GL (2017) Supercritical fluid extraction for the recovery of edible oils. In: Chemat S (Ed) Edible oils: extraction, processing and applications. CRC Press (Taylor & Francis), Boca Raton

    Google Scholar 

  29. Gracia I, Rodríguez JF, Lucas AD, Fernandez-Ronco MP, García MT (2011) Optimization of supercritical CO2 process for the concentration of tocopherol, carotenoids and chlorophylls from residual olive husk. J Supercrit Fluid 59:72–77

    Article  CAS  Google Scholar 

  30. McHugh MA, Krukonis VJ (1994) Supercritical fluid extraction. Butterworth-Heinemann, Boston

    Google Scholar 

  31. FAO-WHO (2010) Fats and fatty acids in human nutrition. Rome: FAO Food and nutrition paper # 91. Report of an expert consultation. Geneva, 10–14 Nov 2008

    Google Scholar 

  32. EFSA Panel on Dietetic Products, Nutrition, and Allergies (NDA) (2010) Scientific opinion on dietary reference values for fats, including saturated fatty acids, polyunsaturated fatty acids, monounsaturated fatty acids, trans fatty acids, and cholesterol. The EFSA Journal 8:1461

    Google Scholar 

  33. U.S. Department of Agriculture, U.S. Department of Health and Human Services (2010) Dietary guidelines for Americans, 7th edn. U.S. Government Printing Office, Washington, DC

    Google Scholar 

  34. Report of a Joint WHO/FAO Expert Consultation (2003) Diet, nutrition and the prevention of chronic diseases. WHO Technical Report Series 916. WHO, Geneva

    Google Scholar 

  35. Aranceta J, Pérez RC (2012) Recommended dietary reference intakes, nutritional goals and dietary guidelines for fat and fatty acids: a systematic review. Br J Nutr 107(S2):8–22

    Article  Google Scholar 

  36. Kostik V, Memeti S, Bauer B (2013) Fatty acid composition of edible oils and fats. J Hygienic Eng Des 4:112–116

    Google Scholar 

  37. Ferrari RA, Schulte E, Esteves W, Bruhl L, Mukherjee KD (1996) Minor constituents of vegetable oils during industrial processing. J Am Oil Chem Soc 73:587–592

    Article  CAS  Google Scholar 

  38. Boyle MA, Anderson SL (2007) Personal Nutrition, 6th edn. Wadsworth, Thomson

    Google Scholar 

  39. Data from Codex Alimentarius (2013) Codex standard for named vegetable oils Codex Stan 210-1999. Adopted 1999. Revisions 2001, 2003, 2009. Amendments 2005, 2011, 2013

    Google Scholar 

  40. DebMandal M, Mandal S (2011) Coconut (Cocos nucifera L.: Arecaceae) in health promotion and disease prevention. Asian Pac J Trop Med 4(3):241–247

    Article  PubMed  Google Scholar 

  41. Johnson S, Saikia N (2009) Fatty acids profile of edible oils and fats in India. Centre for Science and Environment, New Delhi

    Google Scholar 

  42. Mancini A, Imperlini E, Nigro E (2015) Biological and nutritional properties of palm oil and palmitic acid: effects on health. Molecules 20:17339–17361

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  43. Bezerra CV, Antonio MCR, Pedro DO, Dayala AS, Luiza HMS (2017) Technological properties of amazonian oils and fats and their applications in the food industry. Food Chem 221:1466–1473

    Article  CAS  PubMed  Google Scholar 

  44. Siri-Tarino P, Sun Q, Hu F (2010) Saturated fat, carbohydrate, and cardiovascular disease. Am J Clin Nutr 91(3):502–509

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  45. EFSA Panel on Dietetic Products, Nutrition, and Allergies (NDA) (2010) Scientific opinion on dietary reference values for fats, including saturated fatty acids, polyunsaturated fatty acids, monounsaturated fatty acids, trans fatty acids, and cholesterol. EFSA J 8:1462

    Google Scholar 

  46. Boskou D, Blekas G, Tsimidou M (2006) Olive oil composition. In: Boskou D (ed) Olive oil: chemistry and technology, 2nd edn. AOCS Press, Champaign, pp 41–72

    Chapter  Google Scholar 

  47. Odile M (2015) Caractéristiques des huiles de lin et de chanvre. OCL 22(6):D608

    Article  Google Scholar 

  48. O’Brien RD (2004) Fats and oils: formulating and processing for applications, 2nd edn. CRC Press, Boca Raton

    Google Scholar 

  49. Cboo YM, Yap SC, Ooi CK, Ma AN, Goh SH, Ong ASH (1996) Recovered oil from palm-pressed fiber: a good source of natural carotenoids. Vitamin E and Sterols. J Amer Oil Chem Soc 73:599. https://doi.org/10.1007/bf02518114

    Article  CAS  Google Scholar 

  50. Campbell E (1983) Sunflower oil. J Amer Oil Chem Soc 60(2):339A. https://doi.org/10.1007/BF02543524

    Article  Google Scholar 

  51. King ME, Boyd LC, Sheldon BW (1992) Antioxidant properties of individual phospholipids in a salmon oil model system. J Amer Oil Chem Soc 69:545–551

    Article  CAS  Google Scholar 

  52. Gordon MH, Miller LAD (1997) Development of steryl ester analysis for the detection of admixtures of vegetable oils. J Amer Oil Chem Soc 74:505–510

    Article  CAS  Google Scholar 

  53. Morin O, PAGES-XATART-PARES X (2012) Huiles et corps gras végétaux: ressources fonctionnelles et intérêt nutritionnel. OCL 19(2):63–75. https://doi.org/10.1684/ocl.2012.0446

  54. Farhoosh R, Einafshar S, Sharayei P (2009) The effect of commercial refining steps on the rancidity of soybean and canola oils. Food Chem 115:933–938

    Article  CAS  Google Scholar 

  55. Zacchi P, Eggers R (2008) High-temperature pre-conditioning of rapeseed: a polyphenol-enriched oil and the effect of refining. Eur J Lipid Sci Technol 110:111–119

    Article  CAS  Google Scholar 

  56. Di Giovacchino L, Mucciarella MR, Costantini N, Ferrante ML, Surricchio G (2002) Use of nitrogen to improve stability of virgin olive oil during storage. J Amer Oil Chem Soc 79:339–344

    Article  Google Scholar 

  57. Lettre d’information IOC novembre (2017) Les chiffres clés de la production d’huile d’olive. Lettre d’information nº3 du Moulin des Moines- Abbaye Sainte-Madeleine, OIC

    Google Scholar 

  58. Angerosa F, Di Giacinto L, Basti C, De Mattia G (1995) Caratterizzazione del difetto di “cascola”. Riv Ital Sostanze Grasse 72:61–65

    CAS  Google Scholar 

  59. Gunstone F (2001) Palm oil supplying much of world demand for fats and oils. INFORM 12:141

    Google Scholar 

  60. Ariffin A (1994) Selected readings on palm oil and its uses. Palm Oil Research Institute of Malaysia, Kuala Lumpur

    Google Scholar 

  61. Mukherjee I, Sovacool BK (2014) Palm oil-based biofuels and sustainability in southeast Asia: a review of Indonesia, Malaysia, and Thailand. Renew Sust Energ Rev 37:1–12

    Article  CAS  Google Scholar 

  62. Sarmidi MR, El Enshasy HA, Abdul Hamid M (2009) Oil palm: the rich mine of pharma, food, feed and fuel industries. Am Eurasian J Agric Environ Sci 5:767–776

    Google Scholar 

  63. Kemp WH (2006) Biodiesel: basics and beyond. Azlext Press, Ontario

    Google Scholar 

  64. Zhou CH, Beltramini JN, Fan YX, Lu CQ (2008) Chemoselective catalytic conversion of glycerol as a biorenewable source to valuable commodity chemicals. Chem Soc Rev 37:527–549

    Article  PubMed  Google Scholar 

  65. Bachhav HM, Bhagat SB, Telvekar VN (2011) Efficient protocol for the synthesis of quinoxaline, benzoxazole and benzimidazole derivatives using glycerol as green solvent. Tetrahedron Lett 52:5697–5701

    Article  CAS  Google Scholar 

  66. Radatz CS, Silva RB, Perin G (2011) Catalyst-free synthesis of benzodiazepines and benzimidazoles using glycerol as recyclable solvent. Tetrahedron Lett 52:4132–4136

    Article  CAS  Google Scholar 

  67. Nascimento JER, Barcellos AM, Sachini M et al (2011) Catalyst-free synthesis of octahydroacridines using glycerol as recyclable solvent. Tetrahedron Lett 52:2571–2574. https://doi.org/10.1016/j.tetlet.2011.03.045

    Article  CAS  Google Scholar 

  68. Somwanshi JL, Shinde ND, Faruqui M (2013) Catalyst-free synthesis of furanoand pyranoquinolines by using glycerol as recyclable solvent. Heterocyclic Lett 3:69–74

    CAS  Google Scholar 

  69. Cabrera DML, Líbero FM, Alves D et al (2012) Glycerol as a recyclable solvent in a microwave-assisted synthesis of disulfides. Green Chem Lett Rev 5:329–336

    Article  CAS  Google Scholar 

  70. Zhou WJ, Zhang XZ, Sun XB et al (2013) Microwave-assisted synthesis of quinoxaline derivatives using glycerol as a green solvent. Russ Chem Bull 62:1244–1247

    Article  CAS  Google Scholar 

  71. Taduri AK, Babu PNK, Devi BR (2014) Glycerol containing triacetylborate mediated syntheses of novel 2-heterostyryl benzimidazole derivatives: a green approach. Org Chem Int 260726

    Google Scholar 

  72. Lobo HR, Singh BS, Shankarling GS (2012) Deep eutectic solvents and glycerol: a simple, environmentally benign and efficient catalyst/reaction media for synthesis of N-aryl phthalimide derivatives. Green Chem Lett Rev 5:487–533

    Article  CAS  Google Scholar 

  73. Lenardão EJ, Jacob RG, Mesquita KD et al (2013) Glycerol as a promoting and recyclable medium for catalyst-free synthesis of linear thioethers: new antioxidants from eugenol. Green Chem Lett Rev 6:269–276

    Article  Google Scholar 

  74. Thurow S, Penteado F, Perin G et al (2014) Metal and base-free synthesis of arylselanyl anilines using glycerol as a solvent. Green Chem 16:3854–3859

    Article  CAS  Google Scholar 

  75. Min ZL, Zhang Q, Hong X et al (2015) A green protocol for catalyst-free syntheses of pyrazole in glycerol–water solution. Asian J Chem 27:3205–3207

    Article  CAS  Google Scholar 

  76. Rodriguez-Rodriguez M, Gras E, Pericas MA, Gomez M (2015) Metal-free intermolecular azide–alkyne cycloaddition promoted by glycerol. Chemistry Eur J 21:18706–18710

    Article  CAS  Google Scholar 

  77. Rosholm T, Gois PMP, Franzen R, Candeias NR (2015) Glycerol as an efficient medium for the Petasis borono–Mannich reaction. ChemistryOPEN 4:39–46

    Article  CAS  PubMed  Google Scholar 

  78. Habib PM, Kavala V, Kuo CW, Yao CF (2008) Catalyst-free aqueous-mediated conjugative addition of indoles to β-nitrostyrenes. Tetrahedron Lett 49:7005–7007

    Article  CAS  Google Scholar 

  79. Khatri PK, Jain SL (2013) Glycerol ingrained copper: an efficient recyclable catalyst for the N-arylation of amines with aryl halides. Tetrahedron Lett 54:2740–2743

    Article  CAS  Google Scholar 

  80. Gonçalves LC, Fiss GF, Perin G et al (2010) Glycerol as a promoting medium for cross-coupling reactions of diaryl diselenides with vinyl bromides. Tetrahedron Lett 51:6772–6775

    Article  Google Scholar 

  81. Perin G, Mesquita K, Calheiro TP et al (2014) Synthesis of β-aryl-β-sulfanyl ketones by a sequential one-pot reaction using KF/Al2O3 in glycerol. Synth Commun 44:49–58

    Article  CAS  Google Scholar 

  82. Vidal C, García-Álvarez J (2014) Glycerol: a biorenewable solvent for base-free Cu(i)-catalyzed 1,3-dipolar cycloaddition of azides with terminal and 1-iodoalkynes. Highly efficient transformations and catalyst recycling. Green Chem 16:3515–3521

    Article  CAS  Google Scholar 

  83. Chahdoura F, Pradel C, Gómez M (2014) Copper(i) oxide nanoparticles in glycerol: a convenient catalyst for cross-coupling and azide–alkyne cycloaddition processes. ChemCatChem 6:2929–2936

    Article  CAS  Google Scholar 

  84. Cravotto G, Orio L, Calcio Gaudino E et al (2011) Efficient synthetic protocols in glycerol under heterogeneous catalysis. Chemsuschem 4:1130–1134

    Article  CAS  PubMed  Google Scholar 

  85. Hamel A, Sacco M, Mnasri N et al (2014) Micelles into glycerol solvent: overcoming side reactions of glycerol. ACS Sustain Chem Eng 2:1353–1358

    Article  CAS  Google Scholar 

  86. Azua A, Mata JA, Peris E (2011) Iridium NHC based catalysts for transfer hydrogenation processes using glycerol as solvent and hydrogen donor. Organometallics 30:5532–5536

    Article  CAS  Google Scholar 

  87. Chahdoura F, Favier I, Pradel C et al (2015) Palladium nanoparticles stabilised by PTA derivatives in glycerol: synthesis and catalysis in a green wet phase. Catal Commun 63:47–51

    Article  CAS  Google Scholar 

  88. Bhojane JM, Sarode SA, Nagarkar JM (2016) Nickel–glycerol: an efficient, recyclable catalysis system for Suzuki cross coupling reactions using aryl diazonium salts. New J Chem 40:1564–1570

    Article  CAS  Google Scholar 

  89. Sehailia M, CHEMAT S (2017) Green extraction of edible oils in edible oils. In: Chemat S (ed) Extraction, processing and applications. CRC Press (Taylor & Francis), Boca Raton

    Google Scholar 

  90. Chen HM, Meyers SP (1982) Extraction of astaxanthin pigment from crawfish waste using a soy oil process. J Food Sci 47:892–896

    Article  CAS  Google Scholar 

  91. Damechki M, Sotiropoulou S, Tsimidou A (2001) Antioxidant and pro-oxidant factors in oregano and rosemary gourmet olive oils. Grasas Aceites 52:207–213

    CAS  Google Scholar 

  92. Sachindra NM, Mahendrakar NS (2005) Process optimization for extraction of carotenoids from shrimp waste with vegetable oils. Bioresour Technol 96:1195–1200

    Article  CAS  PubMed  Google Scholar 

  93. Kang CD, Sim SJ (2008) Direct extraction of astaxanthin from Haematococcus culture using vegetable oils. Biotechnol Lett 20:441–444

    Article  Google Scholar 

  94. Sánchez de Medina V, Priego-Capote F, Luque de Castro MD (2012) Characterization of refined edible oils enriched with phenolic extracts from olive leaves and pomace. J Agric Food Chem 60:5866–5873

    Article  PubMed  Google Scholar 

  95. Aydeniz B, Yilmaz E (2012) Enrichment of frying oils with plant phenolic extracts to extend the usage life. Eur J Lipid Sci Technol 114:933–941

    Article  CAS  Google Scholar 

  96. García-Martínez O, Mazzaglia G, Sánchez-Ortiz A, Ocaña-Peinado FM, Rivas A (2014) Phenolic content of sicilian virgin olive oils and their effect on MG-63 human osteoblastic cell proliferation. Grasas Aceites 65:e032

    Article  Google Scholar 

  97. Karoui IJ, Msaada K, Abderrabba M, Marzouk B (2016) Bioactive compounds and antioxidant activities of thyme-enriched refined corn oil. J Agric Sci Technol 18:79–91

    Google Scholar 

  98. Corey EJ, Albright JO, Barton AE, Hashimoto S (1980) Chemical and enzymic syntheses of 5-HPETE, a key biological precursor of slow-reacting substance of anaphylaxis (SRS), and 5-HETE. J Am Chem Soc 102(4):1435–1436. https://doi.org/10.1021/ja00524a044

    Article  CAS  Google Scholar 

  99. Itoh T, Yoshimoto N, Yamamoto K (2010) Synthesis of oxidized fatty acid derivatives via an Iodolactonization reaction. Heterocycles 80(1):637–644. https://doi.org/10.3987/COM-09-S(S)90

    Article  CAS  Google Scholar 

  100. Langseter AM, Stenstrøm Y, Skattebøl L (2014) Synthesis of All-Z-1,6,9,12,15-octadecapenten-3-one, a vinylketone polyunsaturated marine natural product isolated from Callysponga sp. Molecules 19(3):3804–3812. https://doi.org/10.3390/molecules19033804

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  101. Gjerde JM, Vik A, Hansen TV (2012) Concise syntheses of three x-3 polyunsaturated fatty acids. Tetrahedron Lett 53(44):5837–5839. https://doi.org/10.1016/j.tetlet.2012.08.009

    Article  CAS  Google Scholar 

  102. Biermann U, Butte W, Eren T, Haase D, Metzger JO (2007) Regio- and stereoselective diels–alder additions of maleic anhydride to conjugated triene fatty acid methyl esters. Eur J Org Chem 3859–3862. https://doi.org/10.1002/ejoc.200700243

    Article  Google Scholar 

  103. Cermak SC, Isbell TA (2000) Synthesis of δ-stearolactone from oleic acid. J Amer Oil Chem Soc 77(3):243–248. https://doi.org/10.1007/s11746-000-0040-6

    Article  CAS  Google Scholar 

  104. Ho TTT, Meier MAR (2009) A design-of-experiments approach for the optimization and understanding of the cross-metathesis reaction of methyl ricinoleate with methyl acrylate. Chemsuschem 2:749–754. https://doi.org/10.1002/cssc.200900091

    Article  CAS  PubMed  Google Scholar 

  105. Fokou PA, Meier MAR (2008) Acyclic triene metathesis (atmet) polymerization with chain-stoppers: molecular weight control in the synthesis of branched polymers. Macromol Rapid Commun 29:1620–1625. https://doi.org/10.1002/marc.200890039

    Article  CAS  Google Scholar 

  106. Heinrichs V, Thum O (2005) Biocatalysis for the production of care specialties. Lipid Technol 17:82–87

    CAS  Google Scholar 

  107. Hills G (2003) Industrial use of lipases to produce fatty acid esters. Eur J Lipid Sci Technol 105:601–607. https://doi.org/10.1002/ejlt.200300853

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Smain Chemat .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2019 Springer Nature Singapore Pte Ltd.

About this chapter

Check for updates. Verify currency and authenticity via CrossMark

Cite this chapter

Ghouila, Z., Sehailia, M., Chemat, S. (2019). Vegetable Oils and Fats: Extraction, Composition and Applications. In: Li, Y., Chemat, F. (eds) Plant Based “Green Chemistry 2.0”. Green Chemistry and Sustainable Technology. Springer, Singapore. https://doi.org/10.1007/978-981-13-3810-6_12

Download citation

Publish with us

Policies and ethics