Copyright (c) 2019 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Characterization of Biodegradable Jatropha Oil Based Polyurethanes Using Modified Sesame Oil as Cross-Linker Containing Different NCO Groups with Improved Thermal Stability
Corresponding Author(s) : Jaisankar Viswanathan
Asian Journal of Chemistry,
Vol. 31 No. 10 (2019): Vol 31 Issue 10
Abstract
In this work, the modified S-diol were prepared from sesame oil to produce polyol. The thermal responsive vegetable oil-based polyurethane was prepared by polycondensation method. The different diisocyanate react with jatropha-sesame oil polyol to produce higher density with molecular weight of polyurethanes structure and functionality were characterized by Fourier transform spectroscopy, proton nuclear resonance spectroscopy and gel permeation chromatography. The thermal analysis was carried with TG analysis. The kinetic and thermodynamic parameters was calculated by TGA decomposition temperature and compared with PU-1, PU-2 and PU-3. Furthermore, the corresponding decomposition temperature of polyurethanes activation energy were calculated by Coats-Redfern, Sharp-Wentworth and Freeman-Carols methods, and it is investigated with lifetime of polyurethanes. Depending on the physically observed NH and C=O linkages of polyurethane matrix, which enhancing the hard and soft segment to improve their chain mobility. The success of the investigated polyurethanes, the corresponding estimated enthalpy, entropy and pre-exponential factors are much closer with toluene and phenyl based polyurethane matrix.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- A. Basta, M. Missori, A.S. Girgis, M. De Spirito, M. Papi and H. El-Saied, RSC Adv., 4, 59614 (2014); https://doi.org/10.1039/C4RA08388A.
- M.I. Khan, K. Azizli, S. Sufian, Z. Man and A.S. Khan, RSC Adv., 5, 20788 (2015); https://doi.org/10.1039/C4RA15922E.
- H. Jing, M. Chen, H. Tian and W. Deng, RSC Adv., 5, 81134 (2015); https://doi.org/10.1039/C5RA13414E.
- M.B.H. Othman, Z. Ahmad, H. Osman, M.F. Omar and H.M. Akil, RSC Adv., 5, 92664 (2015); https://doi.org/10.1039/C5RA12923K.
- S.R. Mustapa, M.M. Aung, A. Ahmad, A. Mansor and L. Tiankhoon, Electrochim. Acta, 222, 293 (2016); https://doi.org/10.1016/j.electacta.2016.10.173.
- S. Ibrahim, A. Ahmed and N.S. Mohamed, Polymers, 7, 747 (2015); https://doi.org/10.3390/polym7040747.
- G. Lligadas, J.C. Ronda, M. Galià and V. Cadiz, Mater. Today, 16, 337 (2013); https://doi.org/10.1016/j.mattod.2013.08.016.
- S. Caillol, M. Desroches, G. Boutevin, C. Loubat, R. Auvergne and B. Boutevin, Eur. J. Lipid Sci. Technol., 114, 1447 (2012); https://doi.org/10.1002/ejlt.201200199.
- J. Zhang, J.J. Tang and J.X. Zhang, Int. J. Polym. Sci., 2015, Article ID 529235 (2015); https://doi.org/10.1155/2015/529235.
- C. Zhang, Y. Li, R. Chen and M.R. Kessler, ACS Sustain. Chem. Eng., 2, 2465 (2014); https://doi.org/10.1021/sc500509h.
- M.A.R. Meier, J.O. Metzger and U.S. Schubert, Chem. Soc. Rev., 36, 1788 (2007); https://doi.org/10.1039/b703294c.
- M.Z. Arniza, S.S. Hoong, Z. Idris, S.K. Yeong, H.A. Hassan, A.K. Din and Y.M. Choo, J. Am. Oil Chem. Soc., 92, 243 (2015); https://doi.org/10.1007/s11746-015-2592-9.
- T. Gurunathan, C.R.K. Rao, R. Narayan and K.V.S.N. Raju, J. Mater. Sci., 48, 67 (2013); https://doi.org/10.1007/s10853-012-6658-x.
- Z.S. Petrovic, L. Yang, A. Zlatanic, W. Zhang and I. Javni, J. Appl. Polym. Sci., 105, 2717 (2007); https://doi.org/10.1002/app.26346.
- M.D. Samper, J.M. Ferri, A. Carbonell-Verdu, R. Balart and O. Fenollar, eXPRESS Polym. Lett., 13, 407 (2019); https://doi.org/10.3144/expresspolymlett.2019.34.
- A.R. Mahendran, N. Aust, G. Wuzella and A. Kandelbauer, Macromol. Symp., 311, 18 (2012); https://doi.org/10.1002/masy.201000134.
- S.G. Tan and W.S. Chow, Polym. Plast. Technol. Eng., 49, 1581 (2010); https://doi.org/10.1080/03602559.2010.512338.
- N. Supanchaiyamat, A.J. Hunt, P.S. Shuttleworth, C. Ding, J.H. Clark and A.S. Matharu, RSC Adv., 4, 23304 (2014); https://doi.org/10.1039/C4RA03935A.
- V. Desappan and J. Viswanathan, Mater. Today: Proc., 14, 482 (2019);
- C. Zhang, Y. Xia, R. Chen, S. Huh, P.A. Johnston and M.R. Kessler, Green Chem., 15, 1477 (2013); https://doi.org/10.1039/C3GC40531A.
- B. Sridevi and D. Venkatesh, J. Indian Chem. Soc., 96, 36 (2019).
- T.V. Rajendran and V. Jaisankar, Mater. Today: Proc., 2, 4421 (2015); https://doi.org/10.1016/j.matpr.2015.10.043.
- F.E. Okieimen, O.J. Bakare and C.O. Okieimen, Ind. Crops Prod., 15, 139 (2002); https://doi.org/10.1016/S0926-6690(01)00104-2.
- Z. Lozada, G.J. Suppes, Y.C. Tu and F.H. Hsieh, J. Appl. Polym. Sci., 113, 2552 (2009); https://doi.org/10.1002/app.30209.
- X. Kong, G. Liu and J.M. Curtis, Int. J. Adhes. Adhesiv., 31, 559 (2011); https://doi.org/10.1016/j.ijadhadh.2011.05.004.
- W.B. Gurnule and M.B. Thakre, J. Pharm. Biol. Chem. Sci., 6, 334 (2014).
- S. Thakur and N. Karak, Prog. Org. Coat., 76, 157 (2013); https://doi.org/10.1016/j.porgcoat.2012.09.001.
- D. Venkatesh and V. Jaisankar, Int. J. Sci. Eng. Invest., 7, 44 (2018).
- S. Mallakpour and M. Taghavi, Iran. Polym. J., 18, 857 (2009).
- V. Desappan and J. Viswanathan, Eur. J. Chem., 9, 126 (2018); https://doi.org/10.5155/eurjchem.9.2.126-137.1703.
- B. Sridevi, D. Venkatesh and M. Chitra, J. Indian Chem. Soc., 96, 29 (2019).
References
A. Basta, M. Missori, A.S. Girgis, M. De Spirito, M. Papi and H. El-Saied, RSC Adv., 4, 59614 (2014); https://doi.org/10.1039/C4RA08388A.
M.I. Khan, K. Azizli, S. Sufian, Z. Man and A.S. Khan, RSC Adv., 5, 20788 (2015); https://doi.org/10.1039/C4RA15922E.
H. Jing, M. Chen, H. Tian and W. Deng, RSC Adv., 5, 81134 (2015); https://doi.org/10.1039/C5RA13414E.
M.B.H. Othman, Z. Ahmad, H. Osman, M.F. Omar and H.M. Akil, RSC Adv., 5, 92664 (2015); https://doi.org/10.1039/C5RA12923K.
S.R. Mustapa, M.M. Aung, A. Ahmad, A. Mansor and L. Tiankhoon, Electrochim. Acta, 222, 293 (2016); https://doi.org/10.1016/j.electacta.2016.10.173.
S. Ibrahim, A. Ahmed and N.S. Mohamed, Polymers, 7, 747 (2015); https://doi.org/10.3390/polym7040747.
G. Lligadas, J.C. Ronda, M. Galià and V. Cadiz, Mater. Today, 16, 337 (2013); https://doi.org/10.1016/j.mattod.2013.08.016.
S. Caillol, M. Desroches, G. Boutevin, C. Loubat, R. Auvergne and B. Boutevin, Eur. J. Lipid Sci. Technol., 114, 1447 (2012); https://doi.org/10.1002/ejlt.201200199.
J. Zhang, J.J. Tang and J.X. Zhang, Int. J. Polym. Sci., 2015, Article ID 529235 (2015); https://doi.org/10.1155/2015/529235.
C. Zhang, Y. Li, R. Chen and M.R. Kessler, ACS Sustain. Chem. Eng., 2, 2465 (2014); https://doi.org/10.1021/sc500509h.
M.A.R. Meier, J.O. Metzger and U.S. Schubert, Chem. Soc. Rev., 36, 1788 (2007); https://doi.org/10.1039/b703294c.
M.Z. Arniza, S.S. Hoong, Z. Idris, S.K. Yeong, H.A. Hassan, A.K. Din and Y.M. Choo, J. Am. Oil Chem. Soc., 92, 243 (2015); https://doi.org/10.1007/s11746-015-2592-9.
T. Gurunathan, C.R.K. Rao, R. Narayan and K.V.S.N. Raju, J. Mater. Sci., 48, 67 (2013); https://doi.org/10.1007/s10853-012-6658-x.
Z.S. Petrovic, L. Yang, A. Zlatanic, W. Zhang and I. Javni, J. Appl. Polym. Sci., 105, 2717 (2007); https://doi.org/10.1002/app.26346.
M.D. Samper, J.M. Ferri, A. Carbonell-Verdu, R. Balart and O. Fenollar, eXPRESS Polym. Lett., 13, 407 (2019); https://doi.org/10.3144/expresspolymlett.2019.34.
A.R. Mahendran, N. Aust, G. Wuzella and A. Kandelbauer, Macromol. Symp., 311, 18 (2012); https://doi.org/10.1002/masy.201000134.
S.G. Tan and W.S. Chow, Polym. Plast. Technol. Eng., 49, 1581 (2010); https://doi.org/10.1080/03602559.2010.512338.
N. Supanchaiyamat, A.J. Hunt, P.S. Shuttleworth, C. Ding, J.H. Clark and A.S. Matharu, RSC Adv., 4, 23304 (2014); https://doi.org/10.1039/C4RA03935A.
V. Desappan and J. Viswanathan, Mater. Today: Proc., 14, 482 (2019);
C. Zhang, Y. Xia, R. Chen, S. Huh, P.A. Johnston and M.R. Kessler, Green Chem., 15, 1477 (2013); https://doi.org/10.1039/C3GC40531A.
B. Sridevi and D. Venkatesh, J. Indian Chem. Soc., 96, 36 (2019).
T.V. Rajendran and V. Jaisankar, Mater. Today: Proc., 2, 4421 (2015); https://doi.org/10.1016/j.matpr.2015.10.043.
F.E. Okieimen, O.J. Bakare and C.O. Okieimen, Ind. Crops Prod., 15, 139 (2002); https://doi.org/10.1016/S0926-6690(01)00104-2.
Z. Lozada, G.J. Suppes, Y.C. Tu and F.H. Hsieh, J. Appl. Polym. Sci., 113, 2552 (2009); https://doi.org/10.1002/app.30209.
X. Kong, G. Liu and J.M. Curtis, Int. J. Adhes. Adhesiv., 31, 559 (2011); https://doi.org/10.1016/j.ijadhadh.2011.05.004.
W.B. Gurnule and M.B. Thakre, J. Pharm. Biol. Chem. Sci., 6, 334 (2014).
S. Thakur and N. Karak, Prog. Org. Coat., 76, 157 (2013); https://doi.org/10.1016/j.porgcoat.2012.09.001.
D. Venkatesh and V. Jaisankar, Int. J. Sci. Eng. Invest., 7, 44 (2018).
S. Mallakpour and M. Taghavi, Iran. Polym. J., 18, 857 (2009).
V. Desappan and J. Viswanathan, Eur. J. Chem., 9, 126 (2018); https://doi.org/10.5155/eurjchem.9.2.126-137.1703.
B. Sridevi, D. Venkatesh and M. Chitra, J. Indian Chem. Soc., 96, 29 (2019).