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Cashew Nutshell Liquid (CNSL): From an Agro-industrial Waste to a Sustainable Alternative to Petrochemical Resources

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Cashew Nut Shell Liquid

Abstract

The global concern about the problems caused by the growing consumption of petrochemical compounds, such as global warming and the diminishing of fossil fuels reserves, has given rise to the green chemistry field—based on the design of products and processes that minimize the use and generation of hazardous substances—in both academy and industry. In face of the increasing demand for chemicals, sustainable and innovative technologies are necessary in order to overcome current difficulties and also avoid the evolution of new ones. The advent of agro-industry waste as a resource of raw materials has attracted the attention of researchers and opened a window of opportunity for the breakthrough of alternative products to the oil industry. In this sense, cashew nutshell liquid (CNSL), a by-product from cashew industrial processing and one of the richest natural sources of phenolic compounds, emerges as a promising and renewable feedstock for the development of a wide range of functional products. This chapter is focused on the discussion of the origin and chemical composition of the different types of CNSL, and also on the challenges involved in the methods of isolation and main applications of its major component, cardanol, in the context of a sustainable development.

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References

  1. Amorati R, Attanasi OA, El Ali B et al (2002) Synthesis of new cardanol and cardol derivatives by allylation and regioselective cyclocarbonylation reactions. Synthesis 18:2749–2755

    Google Scholar 

  2. Andrade TJAS, Araújo BQ, Citó AMGL et al (2011) Antioxidant properties and chemical composition of technical Cashew Nut Shell Liquid (tCNSL). Food Chem 126:1044–1048

    Article  Google Scholar 

  3. Attanasi OA, Behalo MS, Favi G et al (2012) Solvent free synthesis of novel mono- and bis-benzoxazines from cashew nut shell liquid components. Curr Org Chem 16:2613–2621

    Article  Google Scholar 

  4. Attanasi OA, Ciccarella G, Filippone P et al (2003) Novel phthalocyanines containing cardanol derivatives. J Porphyr Phthalocyanines 07:52–57

    Article  Google Scholar 

  5. Attanasi OA, Del Sole R, Filippone P et al (2004) Synthesis of novel lipophilic porphyrin-cardanol derivatives. J Porphyr Phthalocyanines 08:1276–1284

    Article  Google Scholar 

  6. Balachandran VS, Jadhav SR, Vemula PK et al (2013) Recent advances in cardanol chemistry in a nutshell: from a nut to nanomaterials. Chem Soc Rev 42:427–438

    Google Scholar 

  7. Balgude D, Sabnis AS (2014) CNSL: an environment friendly alternative for the modern coating industry. J Coating Tech Res 11:169–183

    Google Scholar 

  8. Barreto ACH, Esmeraldo MA, Rosa DS et al (2010) Cardanol biocomposites reinforced with jute fiber: microstructure, biodegradability, and mechanical properties. Polym Compos 31:1928–1937

    Article  Google Scholar 

  9. Barreto ACH, Júnior AEC, Freitas JEB et al (2013) Biocomposites from dwarf-green Brazilian coconut impregnated with cashew nut shell liquid resin. J Compos Mater 47:459–466

    Article  Google Scholar 

  10. Barreto ACH, Rosa DS, Fechine PBA et al (2011) Properties of sisal fibers treated by alkali solution and their application into cardanol-based biocomposites. Compos Part A Appl Sci 42:492–500

    Article  Google Scholar 

  11. Bloise E, Becerra-Herrera M, Mele G et al (2014) Sustainable preparation of cardanol-based nanocarriers with embedded natural phenolic compounds. ACS Sustain Chem Eng 2:1299–1304

    Article  Google Scholar 

  12. Bloise E, Carbone L, Colafemmina G et al (2012) First example of a lipophilic porphyrin-cardanol hybrid embedded in a cardanol-based micellar nanodispersion. Molecules 17:12252–12261

    Article  Google Scholar 

  13. Callaway E (2007) Dengue fever climbs the social ladder. Nature 448:734–735

    Article  Google Scholar 

  14. Calò E, Maffezzoli A, Mele G et al (2007) Synthesis of a novel cardanol-based benzoxazine monomer and environmentally sustainable production of polymers and bio-composites. Green Chem 9:754–759

    Article  Google Scholar 

  15. Clemente CS, Ribeiro VGP, Sousa JEA et al (2013) Porphyrin synthesized from cashew nut shell liquid as part of a novel superparamagnetic fluorescence nanosystem. J Nanopart Res 15:1–10

    Article  Google Scholar 

  16. Duarte O, Paull RE (2015) Exotic fruits and nuts of the new world. CABI Publishing, Boston

    Book  Google Scholar 

  17. FAOSTAT (2015) Food and Agriculture Organization of the United Nations. http://faostat.fao.org. Accessed 20 Dez 2015

  18. Façanha MAR, Mazzetto SE, Carioca JOB et al (2007) Evaluation of antioxidant properties of a phosphorated cardanol compound on mineral oils (NH10 and NH20). Fuel 86:2416–2421

    Article  Google Scholar 

  19. Gedam PH, Sampathkumaran PS (1986) Cashew Nut Shell Liquid: extraction, chemistry and applications. Prog Org Coat 14:115–157

    Article  Google Scholar 

  20. Guo Y-C, Mele G, Martina F et al (2006) An efficient route to biscardanol derivatives and cardanol-based porphyrins via olefin metathesis. J Organomet Chem 691:5383–5390

    Article  Google Scholar 

  21. Harvey M (1937) Process of destructively distilling cashew nut shell liquid. US Patent 2,098,824, 9 Nov 1937

    Google Scholar 

  22. Hoang AS, Tran TH, Nguyen HN et al (2015) Synthesis of oxime from a renewable resource for metal extraction. Korean J Chem Eng 32:1598–1605

    Article  Google Scholar 

  23. Horváth IT, Anastasia PT (2007) Innovations and green chemistry. Chem Rev 107:2169–2173

    Article  Google Scholar 

  24. Janick J, Paull RE (eds) (2008) Encyclopedia of fruit and nuts. CABI Publishing, Boston

    Google Scholar 

  25. Júnior AEC, Barreto ACH, Rosa DS et al (2015) Thermal and mechanical properties of biocomposites based on a cashew nut shell liquid matrix reinforced with bamboo fibers. J Comp Mater 49:2203–2215

    Article  Google Scholar 

  26. Kumar PP, Paramashivappa R, Vithayathil PJ et al (2002) Process for isolation of cardanol from technical Cashew (Anacardiumoccidentale L.) Nut Shell Liquid. J Agric Food Chem 50:4705–4708

    Article  Google Scholar 

  27. Lomonaco D, Cangane FY, Mazzetto SE (2011) Thiophosphate esters of cashew nutshell liquid derivatives as new antioxidants for poly(methyl methacrylate). J Therm Anal Calorim 104:1177–1183

    Article  Google Scholar 

  28. Lomonaco D, Maia FJN, Clemente CS et al (2012) Thermal studies of new biodiesel antioxidants synthesized from a natural occurring phenolic lipid. Fuel 97:552–559

    Article  Google Scholar 

  29. Lomonaco D, Maia FJN, Mazzetto SE (2013) Thermal evaluation of cashew nutshell liquid as new bioadditives for poly(methyl methacrylate). J Therm Anal Calorim 111:619–626

    Article  Google Scholar 

  30. Lomonaco D, Santiago GMP, Ferreira YS et al (2009) Study of technical CNSL and its main components as new green larvicides. Green Chem 11:31–33

    Article  Google Scholar 

  31. Lopes AAS, Carneiro EA, Rios MAS et al (2008) Study of antioxidant property of a thiosphorated compound derived from cashew nut shell liquid in hydrogenated naphthenics oils. Braz J Chem Eng 25:119–127

    Article  Google Scholar 

  32. Maia FJN, Clemente CS, Oliveira TMBF et al (2012) Electrochemical and computational studies of phenolic antioxidants from cashew nut shell liquid. Electrochim Acta 79:67–73

    Article  Google Scholar 

  33. Maia FJN, Ribeiro FWP, Rangel JHG et al (2015) Evaluation of antioxidant action by electrochemical and accelerated oxidation experiments of phenolic compounds derived from cashew nut shell liquid. Ind Crop Prod 67:281–286

    Article  Google Scholar 

  34. Manjula S, Kumar VC, Pillai CKS (1992) Kinetics and mechanism of oligomerization of cardanol using acid catalysts. J Appl Polym Sci 45:309–315

    Article  Google Scholar 

  35. Mazzetto SE, Lomonaco D, Mele G (2009) Óleo da castanha de caju: oportunidades e desafios no contexto do desenvolvimento e sustentabilidade industrial. Quím Nova 32:732–741

    Article  Google Scholar 

  36. Mazzetto SE, Oliveira LDM, Lomonaco D et al (2012) Antiwear and antioxidant studies of cardanol phosphate ester additives. Braz J Chem Eng 29:519–524

    Article  Google Scholar 

  37. Mele G, Li J, Vasapollo G (2008) Fine chemicals from cardanol via cross metathesis reaction. Chim Oggi 26:72–74

    Google Scholar 

  38. Mele G, Del Sole R, Vasapollo G et al (2004) Polycrystalline TiO2 impregnated with cardanol-based porphyrins for the photocatalytic degradation of 4-nitrophenol. Green Chem 6:604–608

    Article  Google Scholar 

  39. Mele G, Vasapollo G (2008) Fine chemicals and new hybrid materials from cardanol. Mini-Rev Org Chem 5:243–253

    Article  Google Scholar 

  40. Mitchell JD, Mori SA (1987) The cashew and its relatives (Anacardium: Anacardiaceae). Mem New York Bot Gard 42:1–76

    Google Scholar 

  41. Murthy BG, Samban MA, Aggarwal JS (1968) Identification of some naturally occurring alkyl-substituted phenols in cashew-nut shell liquid by chromatographic techniques. J Chromatogr 32:519–528

    Article  Google Scholar 

  42. Oliveira MSC, Morais SM, Magalhães DV (2011) Antioxidant, larvicidal and anti acetylcholinesterase activities of cashew nut shell liquid constituents. Acta Tropic 117:165–170

    Article  Google Scholar 

  43. Paramashivappa R, Kumar PP, Vithayathil PJ (2001) Novel method for isolation of major phenolic constituents from Cashew (Anacardium occidentale L.) Nut Shell Liquid. J Agric Food Chem 49:2548–2551

    Article  Google Scholar 

  44. Patel RN, Bandyopadhyay S, Ganesh A (2006) Extraction of cashew (Anacardium occidentale) nut shell liquid using supercritical carbon dioxide. Bioresour Technol 97:847–853

    Article  Google Scholar 

  45. Rios MAS, Mazzetto SE (2012) Thermal behavior of phosphorus derivatives of hydrogenated cardanol. Fuel Process Technol 96:1–8

    Article  Google Scholar 

  46. Rios MAS, Nascimento TL, Santiago SN et al (2009) Cashew Nut Shell Liquid: a versatile raw material utilized for syntheses of phosphorus compounds. Energy Fuel 23:5432–5437

    Article  Google Scholar 

  47. Rios MAS, Sales FAM, Mazzetto SE (2009) Study of antioxidant properties of 5-n-pentadecyl-2-tert-amylphenol. Energy Fuel 23:2517–2522

    Article  Google Scholar 

  48. Rios MAS, Santiago SN, Lopes AAS et al (2010) Antioxidative activity of 5-n-pentadecyl-2-tert-butylphenol stabilizers in mineral lubricant oil. Energy Fuel 24:3285–3291

    Article  Google Scholar 

  49. Rodrigues FHA, Souza JRR, França FCF et al (2006) Thermal oligomerisation of cardanol. e-Polymers 6:1027–1040

    Article  Google Scholar 

  50. Sanjeeva SK, Pinto MP, Narayanan MM et al (2014) Distilled technical cashew nut shell liquid (DT-CNSL) as an effective biofuel and additive to stabilize triglyceride biofuels in diesel. Renew Energy 71:81–88

    Article  Google Scholar 

  51. Silva AL, Silva LRR, Camargo IA et al (2015) Cardanol-based thermoset plastic reinforced by sponge gourd fibers (Luffa cylindrica). Polímeros (in press)

    Google Scholar 

  52. Sood SK, Tyman JHP, Durrani A et al (1986) Practical liquid chromatographic separation of the phenols in technical cashew nutshell liquid from Anacardium occidentale. Lipids 21:241–246

    Article  Google Scholar 

  53. Stasiuk M, Kozubek A (2010) Biological activity of phenolic lipids. Cell Mol Life Sci 67:841–860

    Google Scholar 

  54. Słota R, Dyrda G, Hofer M et al (2012) Novel lipophilic lanthanide bis-phthalocyanines functionalized by pentadecylphenoxy groups: synthesis, characterization and UV-photostability. Molecules 17:10738–10753

    Article  Google Scholar 

  55. Thevet A (1558) The singularities of France Antarctica, otherwise called America, and of several Lands and Isles discovered of our times

    Google Scholar 

  56. Thévet A (1997) Le Brésil d'André Thévet: Les singularités de la France antarctique (1557). Edition Chandeigne, Paris

    Google Scholar 

  57. Tyman JHP (1996) Synthetic and natural phenols. Elsevier, Amsterdam

    Google Scholar 

  58. Tyman JHP, Bruce IE, Payne P (1992) Specific isolation of phenolic lipids by phase separations. Nat Prod Lett 1:117–120

    Article  Google Scholar 

  59. Tyman JHP, Tychopoulos V, Colenutt BA (1981) Long-chain phenols. J Chromatogr A 213:287–300

    Article  Google Scholar 

  60. Vasapollo G, Mele G, Del Sole R (2011) Cardanol-based materials as natural precursors for olefin metathesis. Molecules 16:6871–6882

    Article  Google Scholar 

  61. Voirin C, Caillol S, Sadavarte NV et al (2014) Functionalization of cardanol: towards biobased polymers and additives. Polym Chem 5:3142–3162

    Google Scholar 

  62. Wasserman D, Dawson C (1948) Cashew Nut Shell Liquid. III. The cardol component of Indian Cashew Nut Shell Liquid with reference to the liquid’s vesicant activity. J Am Chem Soc 70:3675–3679

    Article  Google Scholar 

  63. Yuliana M, Tran-Thi NY, Ju Y-H (2012) Effect of extraction methods on characteristic and composition of Indonesian cashew nut shell liquid. Ind Crop Prod 35:230–236

    Article  Google Scholar 

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Acknowledgements

The authors would like to thank the Brazilian agencies CNPq (Universal 449060/2014-4, PVE 401359/2014-0 and 402566/2013-0) and Capes for the financial support.

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Correspondence to Diego Lomonaco .

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Lomonaco, D., Mele, G., Mazzetto, S.E. (2017). Cashew Nutshell Liquid (CNSL): From an Agro-industrial Waste to a Sustainable Alternative to Petrochemical Resources. In: Anilkumar, P. (eds) Cashew Nut Shell Liquid. Springer, Cham. https://doi.org/10.1007/978-3-319-47455-7_2

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