Journal of Polymer Research

, 21:617 | Cite as

Processable aromatic polyesters based on bisphenol derived from cashew nut shell liquid: synthesis and characterization

  • Bhausaheb V. Tawade
  • Jagadish K. Salunke
  • Prakash S. Sane
  • Prakash P. Wadgaonkar
Original Paper


A new bisphenol viz., 4-(4-hydroxyphenoxy)-3-pentadecylphenol (HPPDP) was synthesized starting from cashew nut shell liquid (CNSL). Aromatic (co)polyesters containing ether linkages in the main chain and pendent pentadecyl chains were synthesized by the interfacial polycondensation of HPPDP with terephthalic acid chloride (TPC), isophthalic acid chloride (IPC) and a mixture of TPC and IPC (50:50 mol %) and by polycondenation of varying composition of HPPDP and bisphenol-A (BPA) with TPC. The resultant (co)polyesters exhibited inherent viscosities in the range 0.70–1.21 dL g−1 and number-average molecular weights in the range 16,000–48,200 (GPC, polystyrene standard). Polyesters were soluble in common organic solvents such as chloroform and dichloromethane and could be cast into films from chloroform solution. Polyesters exhibited T10 values in the range 430–455 °C and Tg values were in the range 29–202 °C. Dynamic mechanical storage modulus and maximum on transition of tan δ curve decreased with increased content of HPPDP in copolyesters. Importantly, the large difference between Tg and T10 values offers the possibility to process these polyesters in the melt.


Cashew nut shell liquid Aromatic polyesters Processability Thermal properties Polycondensation Pentadecyl 



BVT is grateful to Council of Scientific and Industrial Research (CSIR), India for research fellowship.


  1. 1.
    Cassidy PE (1980) Thermally Stable Polymers. Dekker, New YorkGoogle Scholar
  2. 2.
    Arroyo M (1997) Polyarylates, Handbook of thermoplastics, Olabisi,O., Ed., Marcel Dekker Inc.: New York, :599–608Google Scholar
  3. 3.
    Vinogradova SV, Vasnev VA, Valetskii PM (1994) Russ Chem Rev 63:833CrossRefGoogle Scholar
  4. 4.
    Liaw D-J, Liaw B-Y, Hsu J-J, Cheng Y-C (2000) J Polym Sci Part A: Polym Chem 38:4451–4456CrossRefGoogle Scholar
  5. 5.
    Hsiao S-H, Chiang H-W (2004) E Polym J 40:1691–1697CrossRefGoogle Scholar
  6. 6.
    Joshi MD, Sarkar A, Yemul OS, Wadgaonkar PP, Lonikar SV, Maldar NN (1997) J Appl Polym Sci 64:1329–1335CrossRefGoogle Scholar
  7. 7.
    Vibhute SS, Joshi MD, Wadgaonkar PP, Patil AS, Maldar NN (1997) J Polym Sci Part A: Polym Chem 35:3227–3234CrossRefGoogle Scholar
  8. 8.
    Chern Y-T (1995) Macromolecules 28:5561–5566CrossRefGoogle Scholar
  9. 9.
    Chern Y-T, Huang C-M (1998) Polymer 39:2325–2329CrossRefGoogle Scholar
  10. 10.
    Hsiao SH, Chiou JH (2001) Polym J 33:95–101CrossRefGoogle Scholar
  11. 11.
    Hsiao S-H, Chang H-Y (1995) J Polym Res 2:99–108CrossRefGoogle Scholar
  12. 12.
    Watanabe S, Kobayashi A, Kakimoto M-A, Imai Y (1994) J Polym Sci Part A: Polym Chem 32:909–915CrossRefGoogle Scholar
  13. 13.
    Watanabe S, Murayama H, Murata M, Masuda Y, Tanabe M, Imai Y (1998) J Polym Sci Part A: Polym Chem 36:2229–2235CrossRefGoogle Scholar
  14. 14.
    Jeong H-J, Kakimoto M-A, Imai Y (1991) J Polym Sci Part A: Polym Chem 29:1293–1299CrossRefGoogle Scholar
  15. 15.
    Tamami B, Yeganeh H, Kohmareh G (2004) Eur Polym J 40:1651CrossRefGoogle Scholar
  16. 16.
    Shingte RD (2006) Thesis submitted to University of Pune, Pune, IndiaGoogle Scholar
  17. 17.
    Wang DH, Cheng SZD, Harris FW (2008) Polymer 49:3020–3028CrossRefGoogle Scholar
  18. 18.
    Honkhambe PN, Biyani MV, Bhairamadgi NS, Wadgaonkar PP, Salunkhe MM (2010) J Appl Polym Sci 117:2545–2552Google Scholar
  19. 19.
    Honkhambe PN, Bhairamadgi NS, Biyani MV, Wadgaonkar PP, Salunkhe MM (2010) E Polym J 46:709–718CrossRefGoogle Scholar
  20. 20.
    Kreye O, Oelmann S, Meier MAR (2014) Macromol Chem Phys 214:1452–1464CrossRefGoogle Scholar
  21. 21.
    Wilsens CHRM, Noordover BAJ, Rastogi S (2014) Polymer 55:2432–2439CrossRefGoogle Scholar
  22. 22.
    More AS, Naik PV, Kumbhar KP, Wadgaonkar PP (2010) Polym Int 59:1408–1414CrossRefGoogle Scholar
  23. 23.
    More AS, Pasale SK, Honkhambe PN, Wadgaonkar PP J. App. Polym. Sci. 121:3689–3695Google Scholar
  24. 24.
    More AS, Pasale SK, Wadgaonkar PP (2010) Eur Polym J 46:557–567CrossRefGoogle Scholar
  25. 25.
    Sadavarte NV, Avadhani CV, Naik PV, Wadgaonkar PP (2010) Eur Polym J 46:1307–1315CrossRefGoogle Scholar
  26. 26.
    Sadavarte NV, Halhalli MR, Avadhani CV, Wadgaonkar PP (2009) Eur Polym J 45:582–589CrossRefGoogle Scholar
  27. 27.
    Voirin C, Caillol S, Sadavarte NV, Tawade BV, Boutevin B, Wadgaonkar PP (2014) Polym Chem 5:3142–3162CrossRefGoogle Scholar
  28. 28.
    Sadavarte NV, Patil SS, Avadhani CV, Wadgaonkar PP (2013) High Perform Polym 25:735–743CrossRefGoogle Scholar
  29. 29.
    More AS, Sane PS, Patil AS, Wadgaonkar PP Polymer Degradation and Stability 95:1727–1735Google Scholar
  30. 30.
    Sadavarte NV, Avadhani CV, Wadgaonkar PP (2011) High Perform Polym 23:494–505CrossRefGoogle Scholar
  31. 31.
    Perrin DD, Armarego WLF (1989) Purification of Laboratory Chemicals. Pergamon Press, New YorkGoogle Scholar
  32. 32.
    Chowdhury SK, Wadgaonkar PP, Hoeks TL, Scholten AB, Rajaraman SK, Sarwade BD, Avadhani C (2005) US 6841598Google Scholar
  33. 33.
    Lubi MC, Thachil ET (2000) Des Monomers Polym 3:123–153CrossRefGoogle Scholar
  34. 34.
    Lochab B, Shukla S, Varma IK (2014) RSC Adv 4:21712–21752CrossRefGoogle Scholar
  35. 35.
    Andersh B, Murphy DL, Olson RJ (2000) Synth Commun 30:2091–2098CrossRefGoogle Scholar
  36. 36.
    Hwang K, Park S (1993) Synth Commun 23:2845–2849CrossRefGoogle Scholar
  37. 37.
    Liu P, Zeng L, Ye G, Xu J (2013) J Polym Res 20:1–9CrossRefGoogle Scholar
  38. 38.
    Podkoscielny W, Wdowicka D (1991) J Appl Polym Sci 43:2213–2217CrossRefGoogle Scholar
  39. 39.
    Kulkarni AD, Tawade BV, Wadgaonkar PP (2014) High Perform Polym 25:278–286CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media Dordrecht 2014

Authors and Affiliations

  • Bhausaheb V. Tawade
    • 1
  • Jagadish K. Salunke
    • 1
  • Prakash S. Sane
    • 1
  • Prakash P. Wadgaonkar
    • 1
  1. 1.Polymer Science and Engineering DivisionCSIR-National Chemical LaboratoryPuneIndia

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