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Thermal behaviour of cardanol-based benzoxazines

Monomers and polymers

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Abstract

A novel benzoxazine monomer (Bz-C) based on agrochemical renewable resource—cardanol (by-product of cashew nut tree, Anacardium occidentale) was synthesized. Bz-C, a liquid monomer, was used as reactive diluent for the solventless synthesis of bisphenol-A benzoxazine monomer (Bz-A). Benzoxazine monomer based on cardanol and bisphenol-A in 3:1, 1:1 and 1:3 blend ratio were prepared by this method. The resins had Brookfield viscosity at 316 K in the range of 145–81,533 mPa s. The resins were characterized by 1H-NMR, FTIR and elemental analysis. Curing characteristics were studied by DSC analysis. Thermal stability of cured resins was found to improve with increase in Bz-C content in the blends.

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References

  1. Ishida H, Rodriuez Y. Catalyzing the curing reaction of a new benzoxazine-based phenolic resin. J Appl Polym Sci. 1995;58:1751–60.

    Article  CAS  Google Scholar 

  2. Low HY, Ishida H. Improved thermal stability of polybenzoxazines by transition metals. Polym Degrad Stab. 2006;91:805–15.

    Article  CAS  Google Scholar 

  3. Lee Y-J, Huang J-M, Kuo S-W, Chen JK, Chang F-C. Synthesis and characterizations of a vinyl-terminated benzoxazine monomer and its blending with polyhedral oligomeric silsesquioxane. Polymer. 2005;46:2320–30.

    Article  CAS  Google Scholar 

  4. Lin CH, Lin HT, Chang SL, Hwang HJ, Hua YM, Taso YR, et al. Benzoxazines with tolyl, p-hydroxyphenyl or p-carboxyphenyl linkage and the structure–property relationship of resulting thermosets. Polymer. 2009;50:2264–72.

    Article  CAS  Google Scholar 

  5. Burke WJ, Bishop JL, Glennie ELM, Bauer WN. A new aminoalkylation reaction. Condensation of phenols with dihydro-1, 3-aroxazines. J Org Chem. 1965;30:3423–7.

    Article  CAS  Google Scholar 

  6. Liu J, Ishida H. A new class of phenolic resins with ring opening polymerization. In: Salamon JC, editor. The polymeric materials encyclopedia. Florida: CRC Press; 1996. p. 494–8.

    Google Scholar 

  7. Ghosh NN, Kiskan B, Yagci Y. Polybenzoxazines—new high performance thermosetting resins: synthesis and properties. Prog Polym Sci. 2007;32:1344–91.

    Article  CAS  Google Scholar 

  8. Nair CPR. Advances in addition—cure phenolic resins. Prog Polym Sci. 2004;29:401–98.

    Article  CAS  Google Scholar 

  9. Bijwe J, Gurunath PV. A process for solventless synthesis of benzoxazine (BZ). PCT Int Appl WO 2008149380 A2 20081211 2008.

  10. Bijwe J. Composites as friction materials: recent developments in non-asbestos fiber reinforced friction materials—a review. Polym Comp. 1997;18:378–96.

    Article  CAS  Google Scholar 

  11. Gurunath PV, Bijwe J. Friction and wear studies on brake-pad materials based on newly developed resin. Wear. 2007;263:1212–9.

    Article  CAS  Google Scholar 

  12. Gurunath PV, Bijwe J. Potential exploration of novel green resins as binders for NAO friction composites in severe operating conditions. Wear. 2009;267:789–96.

    Article  CAS  Google Scholar 

  13. Ishida H. Process for preparation of benzoxazine compounds in solventless systems. U.S. Pat 5,543,516, 1996.

  14. Ning X, Ishida H. Phenolic materials via ring-opening polymerization: synthesis and characterization of bisphenol-A based benzoxazines and their polymers. J Polym Sci A. 1994;32:1121–9.

    Article  CAS  Google Scholar 

  15. Lin S-C, Pearce EM, editors. High performance thermosets—chemistry, properties, applications. Munich: C. Hanser Verlag; 1994. p. 247–66.

    Google Scholar 

  16. Calo E, Maffezzoli A, Mele G, Martina F, Mazzetto SE, Tarzia A, et al. Synthesis of a novel cardanol-based benzoxazine monomer and environmentally sustainable production of polymers and bio-composites. Green Chem. 2007;9(7):754–9.

    Article  CAS  Google Scholar 

  17. Yadav R, Srivastava D. Kinetics of the acid-catalyzed cardanol–formaldehyde reactions. Mater Chem Phys. 2007;106:74–81.

    Article  CAS  Google Scholar 

  18. Suwanprasop S, Nhujak T, Roengsumran S, Petsom A. Petroleum marker dyes synthesized from cardanol and aniline derivatives. Ind Eng Chem Res. 2004;43:4973–8.

    Article  CAS  Google Scholar 

  19. Jang J, Seo D. Performance improvement of rubber-modified polybenzoxazine. J Appl Polym Sci. 1998;67:1–10.

    Article  CAS  Google Scholar 

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Acknowledgements

One of the authors, Dr. Bimlesh Lochab, is grateful to Department of Science and Technology, Delhi, India for the Young Scientist award and providing funds through this scheme to carry out the project. The help provided by Dr. R. P. Singh, National Chemical Laboratory, Pune, India for elemental analysis is deeply appreciated. We are thankful to Mr. Satya Priye, Satya Cashew Chemicals Pvt. Ltd. (SCCPL®) for providing cardanol for research purpose.

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Authors and Affiliations

  1. Industrial Tribology Machine Dynamics and Maintenance Engineering Centre (ITMMEC), IIT, Delhi, Hauz Khas, New Delhi, 110 016, India

    Bimlesh Lochab & Jayashree Bijwe

  2. Centre for Polymer Science and Engineering (CPSE), IIT, Delhi, Hauz Khas, New Delhi, 110 016, India

    Indra K. Varma

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  1. Bimlesh Lochab
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  2. Indra K. Varma
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  3. Jayashree Bijwe
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Correspondence to Bimlesh Lochab.

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Lochab, B., Varma, I.K. & Bijwe, J. Thermal behaviour of cardanol-based benzoxazines. J Therm Anal Calorim 102, 769–774 (2010). https://doi.org/10.1007/s10973-010-0736-6

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  • DOI: https://doi.org/10.1007/s10973-010-0736-6

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