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Synthesis of Cardanol-Based Acetaldehyde Novolac Resin from Cashew Nut Shell Liquid (CNSL)

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sebelas Maret University, Surakarta, Indonesia

Received: 15 Aug 2022; Revised: 22 Nov 2022; Accepted: 24 Nov 2022; Available online: 23 Dec 2022; Published: 23 Dec 2022.
Open Access Copyright 2022 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

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Abstract

Polymers are currently in the limelight. Phenolic resin is one of the polymer products obtained from the polymerization process, either from natural or synthetic sources. One of the natural compounds that can be applied to polymers is cardanol. This study aimed to synthesize cardanol-based acetaldehyde novolac resin from Cashew Nut Shell Liquid (CNSL). Isolation of cardanol from CNSL was done by liquid-liquid extraction method with acetone and purified by gravity column chromatography in a mixture of n-hexane and ethyl acetate in a ratio of 9:1. HPLC analysis showed that cardanol compounds had aliphatic chains with different levels of saturation and the yield was 18.48%. The cardanol-acetaldehyde novolac resin was synthesized through a condensation polymerization reaction with a cardanol-acetaldehyde mole ratio (1:0.5), using HCl as a catalyst. FTIR and 1H-NMR analysis were employed to identify the novolac resin structure. The product was a brownish-orange solid with a yield of 12.80 mg (40%) and followed ortho-ortho substitution. Cardanol is one of the natural phenol sources that might be utilized to manufacture novolac resins.

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Keywords: CNSL; isolation; cardanol; novolac resin
Funding: Universitas Sebelas Maret

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  1. Yiping Shi, Paul C. J. Kamer, David J. Cole-Hamilton, Synthesis of pharmaceutical drugs from cardanol derived from cashew nut shell liquid, Green Chemistry, 21, 5, (2019), 1043-1053 https://doi.org/10.1039/C8GC03823F
  2. Faleh Setia Budi, Luqman Buchori, Optimasi Proses Polimerisasi CNSL dengan Formaldehid untuk Aplikasi Coating Furniture, Jurnal Ilmu Lingkungan, 11, 1, (2013), 10-15 https://doi.org/10.14710/jil.11.1.10-15
  3. Denial Mahata, Ahindra Nag, Santi M. Mandal, Golok B. Nando, Antibacterial coating on in-line suction respiratory catheter to inhibit the bacterial biofilm formation using renewable cardanyl methacrylate copolymer, Journal of Biomaterials Science, Polymer edition, 28, 4, (2017), 365-379 https://doi.org/10.1080/09205063.2016.1277623
  4. Ayman M. Atta, Hamad A. Al-Hodan, Reda S. Abdel Hameed, Abdelrahman O. Ezzat, Preparation of green cardanol-based epoxy and hardener as primer coatings for petroleum and gas steel in marine environment, Progress in Organic Coatings, 111, (2017), 283-293 https://doi.org/10.1016/j.porgcoat.2017.06.002
  5. Dinesh Balgude, Anagha S. Sabnis, CNSL: an environment friendly alternative for the modern coating industry, Journal of Coatings Technology and Research, 11, 2, (2014), 169-183 https://doi.org/10.1007/s11998-013-9521-3
  6. N. J. Sangeetha, Synthesis and characterization of cardanol-formaldehyde resins, Journal of Chemistry and Chemical Sciences, 8, 3, (2018), 625-629
  7. Nilesh L. Jadhav, Sai Krishna C. Sastry, Dipak V. Pinjari, Energy efficient room temperature synthesis of cardanol-based novolac resin using acoustic cavitation, Ultrasonics Sonochemistry, 42, (2018), 532-540 https://doi.org/10.1016/j.ultsonch.2017.12.001
  8. Dileep Tiwari, Archana Devi, Ramesh Chandra, Synthesis of cardanol based phenolic resin with aid of microwaves, International Journal of Drug Development & Research, 3, 2, (2011), 171-175
  9. Tatiana Loureiro, Rocio Macarena Moyano Dip, Elizabete Lucas, Luciana Spinelli, Cardanol polymerization under acid conditions by addition and condensation reactions, Journal of Polymers and The Environment, 26, 2, (2018), 555-566 https://doi.org/10.1007/s10924-017-0969-6
  10. S. G. Andrews, V. Rama, C. V. Mythili, Synthesis and characterization of polymer resins from renewable resource, International Journal of Plastics Technology, 21, 2, (2017), 427-443 https://doi.org/10.1007/s12588-017-9195-2
  11. Sayekti Wahyuningsih, Ari H. Ramelan, Surya D. Marliyana, Putri Rahmawati, Development of Cardanol-Based Phenolic Resin as Natural Adhesive for Uniting Fossil (Metacarpal Bone of Bovidae Family) Fragments Proceedings of 175th The IIER International Conference, Bangkok, Thailand, 2018
  12. Indah Purnamasari, Hary Sulistyo, Kinetika Reaksi Polimerisasi Urea-Asetaldehid dalam Proses Enkapsulasi Urea, Jurnal Rekayasa Proses, 6, 2, (2012), 37-42
  13. Imre Kovács, Arnold Péter Farkas, Ádám Szitás, Zoltán Kónya, János Kiss, Adsorption, polymerization and decomposition of acetaldehyde on clean and carbon-covered Rh (111) surfaces, Surface Science, 664, (2017), 129-136 https://doi.org/10.1016/j.susc.2017.05.016
  14. P. Phani Kumar, R. Paramashivappa, P. J. Vithayathil, P. V. Subba Rao, A. Srinivasa Rao, Process for isolation of cardanol from technical cashew (Anacardium occidentale L.) nut shell liquid, Journal of Agricultural and Food chemistry, 50, 16, (2002), 4705-4708 https://doi.org/10.1021/jf020224w
  15. Tejas Gandhi, Mayank Patel, Bharat Kumar Dholakiya, Studies on effect of various solvents on extraction of cashew nut shell liquid (CNSL) and isolation of major phenolic constituents from extracted CNSL, Journal of Natural Product and Plant Resources, 2, 1, (2012), 135-142
  16. F. F. M. da Silva, A. K. de Medeiros Costa, P. T. Barbosa, J. C. de Paiva Mota, T. L. G. de Lemos, Extraction, Isolation and Chemical Modification of the Anacardic Acids from the Peel of the Cashew Nuts (Anacardium occidentale L.) and Biological Assay, Current Research in Bioorganic & Organic Chemistry, 2018, 02, (2018), 1-9 https://doi.org/10.29011/2639-4685.100010
  17. Francisco Cardona, Thiru Aravinthan, Jessica Fedrigo, Clarisse Moscou, Synthesis of phenolic bio-resins for advanced composites in civil engineering structures, Proceedings of the Southern Region Engineering Conference (SREC 2010), Australia, 2010
  18. M. Natarajan, S. C. Murugavel, Synthesis, spectral and thermal degradation kinetics of novolac resins derived from cardanol, High Performance Polymers, 25, 6, (2013), 685-696 https://doi.org/10.1177/0954008313482955
  19. Ranjana Yadav, Poonam Awasthi, Deepak Srivastava, Studies on synthesis of modified epoxidized novolac resin from renewable resource material for application in surface coating, Journal of Applied Polymer Science, 114, 3, (2009), 1471-1484 https://doi.org/10.1002/app.30581
  20. Yongsheng Zhang, Production and applications of formaldehyde-free phenolic resins using 5-hydroxymethylfurfural derived from glucose in-situ, Chemical and Biochemical Engineering, The University of Western Ontario, 2014
  21. Mitsuhiro Shibata, Yusuke Itakura, Hironori Watanabe, Bio-based thermosetting resins composed of cardanol novolac and bismaleimide, Polymer Journal, 45, 7, (2013), 758-765 https://doi.org/10.1038/pj.2012.195

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