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International Journal of Plastics Technology

, Volume 21, Issue 2, pp 427–443 | Cite as

Synthesis and Characterization of polymer resins from renewable resource

  • S. G. Jebastin Andrews
  • V. Rama
  • C. V. Mythili
Research Article
  • 65 Downloads

Abstract

As a alternate to the use of conventional reinforcing synthetic resins, biobased resins were synthesized from renewable resources such as cardanol and furfural. Cardanol is the meta- substituted phenolic compound isolated from cashew nut shell liquid, a byproduct of cashew industry. P-chloroaniline has been diazotised and coupled with cardanol to prepare diazotised p-chloroaniline cardanol dye (bio monomer). The obtained dye has been condensed with furfural in presence of 3 N H2SO4 to give diazotized p-chloroaniline cardanol furfural (homo polymer) resin. The condensed resin has been allowed to react with urea, ethylene glycol, resorcinol and o-hydroxy benzoic acid to form various copolymer resins. These resins have been characterized by Fourier transform-infrared spectroscopy, 1H-nuclear magnetic resonance spectroscopy, X-ray diffraction (XRD), thermogravimetric analysis and differential thermal analysis studies. XRD techniques are used to distinguish the state of polymer, i.e. crystalline or amorphous etc., to calculate percentage crystallinity. The energy of activation for different stages of polyurethane degradation is determined by Coats–Redfern integration method which involves different kinetic models.

Graphical Abstract

Keywords

Cardanol Crystallinity X-ray diffraction Energy of activation 

References

  1. 1.
    Do HS, Park JH, Kim HJ (2008) UV-curing behavior and adhesion performance of polymeric photoinitiators blended with hydrogenated rosin epoxy methacrylate for UV-crosslinkable acrylic pressure sensitive adhesives. Eur Polym J 44:3871–3882CrossRefGoogle Scholar
  2. 2.
    Huang K, Zhang Y, Li M, Lian J, Yang X, Xia J (2012) Preparation of a light color cardanol-based curing agent and epoxy resin composite: cure-induced phase separation and its effect on properties. Prog Org Coat 74(1):240–247CrossRefGoogle Scholar
  3. 3.
    Tyman HP, Johnson RA, Muir M, Rokhgar R (1989) The extraction of natural cashew nut shell liquid from the cashew nut (Anacardium occidentale). J Am Org Chem Sci 66:553–557Google Scholar
  4. 4.
    Lloyd HA, Denny C, Krishna G (1980) J Liq Chromatogr 3:1497CrossRefGoogle Scholar
  5. 5.
    Gedam PH, Sampathkumaran PS (1986) Cashew nut shell liquid: extraction, chemistry and applications. Prog Org Coat 14:115CrossRefGoogle Scholar
  6. 6.
    Mythili CV, Retna AM, Gopalkrishnan S (2004) Synthesis, mechanical, thermal and chemical properties of polyurethanes based on cardanol. Bull Matter Sci 2:235–241CrossRefGoogle Scholar
  7. 7.
    Huang K, Zhang Y, Li M, Lian J, Yang X, Xia J (2012) Preparation of a light color cardanol-based curing agent and epoxy resin composite: cure-induced phase separation and its effect on properties. Prog Org Coat 74:240–247CrossRefGoogle Scholar
  8. 8.
    Bera SC, Pillai CKS, Rangan PN, Arankale AR, Chirmade JH (1989) Frictional and wear properties of asbestos short fibre filled phosphorylated CNSL (cashew nut shell liquid) polymers for automobile brake lining applications. India J Technol 27:393Google Scholar
  9. 9.
    Pillai CKS, Prasad VS, Sudha JD, Bera SC, Menon ARR (1989) Polymeric resins from renewable resources. II. Synthesis and characterization of flame retardant prepolymers from cardanol. J Appl Polym Sci 41(9–10):2487–2501Google Scholar
  10. 10.
    Manjula S, Kumar VG, Pillai CKS (1992) Kinetics and mechanism of oligomerization of cardanol using acid catalysts. J Appl Polym Sci 45:309–315CrossRefGoogle Scholar
  11. 11.
    Nayak PK, Lenka S, Nayak PL (1990) Synthetic resin. IX. Preparation and characterization of resins prepared from resacetophenone, quinacetophenone/aromatic hydroxy, amino and chloro compounds/formaldehyde. J Appl Polym Sci 41:1491CrossRefGoogle Scholar
  12. 12.
    Mohapatra NK, Lenka S, Nayak PL (1994) Synthetic resins.: Part 31. Thermal properties of resin copolymers derived from semicarbazone of 4-hydroxyacetophenone—furfural—substituted benzoic acids. Thermochim Acta 241:51CrossRefGoogle Scholar
  13. 13.
    Swain SK, Sahoo S, Mohapatra DK, Lenka S, Nayak PL (1994) Polymers from renewable resources. V. Synthesis and characterization of thermosetting resins derived from cashew nut shell liquid (CNSL)–furfural‐substituted aromatic compounds. J Appl Polym Sci 54:1413CrossRefGoogle Scholar
  14. 14.
    Emanuel AL, Sinha VK (2008) Cashew nut shell liquid resin composites reinforced by sawdust and wood flake. PRAJNA J Pure Appl Sci 16:16–29Google Scholar
  15. 15.
    Wu D, Fu R (2006) Synthesis of organic and carbon aerogels from phenol–furfural by two-step polymerization. Microporous Mesoporous Mater 96:115CrossRefGoogle Scholar
  16. 16.
    Lee H, Neville K (1967) Handbook of epoxy resins. McGraw Hill, New YorkGoogle Scholar
  17. 17.
    Patel AU, Soni SS, Patel HS (2009) Synthesis characterization and curing of o-cresol–furfural resins. Int J Polym Mater 58(10):509–516CrossRefGoogle Scholar
  18. 18.
    Thien DT (2000) The self-adhesion strength of the mixture based on the cardanol–furural–formaldehyde resin and nitrile butadiene rubber. J Chem 38:77Google Scholar
  19. 19.
    Brydson JA (1982) Plastic materials. Butterworth Scientific, London, p 728Google Scholar
  20. 20.
    Blum FD, Connor D (1987) Thermal stability of substituted phenol formaldehyde resins. J Appl Polym Sci 33:1933–1941CrossRefGoogle Scholar
  21. 21.
    Agarwal AM, Manek RV, Kolling WM, Neau SH (2003) Studies on the interaction of water with ethylcellulose: effect of polymer particle size. AAPS PharmSciTech 4:E60Google Scholar
  22. 22.
    Reddy N, Yang Y (2005) Structure and properties of high quality natural cellulose fibers from cornstalks. Polymer 46:5494–5500CrossRefGoogle Scholar
  23. 23.
    Kalia S, Kumar S, Kaith BS (2009) Effect of microwave radiations induced grafting on crystalline structure of flax cellulose. Malays Polym J 4:46–51Google Scholar
  24. 24.
    Maqueda LAP, Jimener PES, Criado JM (2005) Evaluation of the integral methods for the kinetic study of thermally stimulated processes in polymer science. Polymer 46:2950–2954CrossRefGoogle Scholar
  25. 25.
    Sestak J, Satava V, Wendlandt WW (1973) The study of heterogeneous processes by thermal analysis. Thermochim Acta 7:333–356CrossRefGoogle Scholar
  26. 26.
    Chatzistavrou X, Zorba T, Kontonasaki E, Crissafis K, Koidis P, Paraskevopoulos KM (2004) Following bioactive glass behavior beyond melting temperature by thermal and optical methods. Phys Stat Solidi 201:944CrossRefGoogle Scholar
  27. 27.
    Liu N, Chen H, Shu L, Statheropoulous M (2005) Error evaluation of integral methods by consideration on the approximation of temperature integral. J Therm Anal Calorim 81:99–105CrossRefGoogle Scholar
  28. 28.
    Galwey AK (2003) Perennial problems and promising prospects in the kinetic analysis of nonisothermal rate data. Thermochim Acta 407:93–103CrossRefGoogle Scholar
  29. 29.
    Ortega A (2008) A simple and precise linear integral method for isoconversional data. Thermochim Acta 474:81CrossRefGoogle Scholar
  30. 30.
    Achar BN, Ashok MA (2008) Electrical measurements and thermal kinetics study of phenothiazine and a few of its derivatives. Mater Chem Phys 108:8–15CrossRefGoogle Scholar
  31. 31.
    Jabal AA, Tan IM, Zakaria man Z, Maitra S (2009) A kinetic analysis of the degradation of grafted anionic polyacrlamide gel under non isothermal condition. J Eng Sci Technol 4:364–373Google Scholar
  32. 32.
    Nair CGR, Madhusudhanan PM (1976) Thermal decomposition studies VIII. A dynamic-thermogravimetric study of the mechanism of deamination of some transition metal complexes. Thermochim Acta 14:373–382CrossRefGoogle Scholar

Copyright information

© Central Institute of Plastics Engineering & Technology 2017

Authors and Affiliations

  1. 1.Department of ChemistryV V College of EngineeringTisyanvilaiIndia
  2. 2.Department of ChemistrySarah Tucker CollegeTirunelveliIndia
  3. 3.Department of ChemistryRani Anna Government College for WomenTirunelveliIndia

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