Synthesis and characterization of novel polyester containing Schiff-base unit
Mighani, Hossein; Fathollahi, Ehsan; Ghaemy, Moosa
http://dx.doi.org/10.1590/0104-1428.1911
Polímeros: Ciência e Tecnologia, vol.25, n5, p.447-450, 2015
Abstract
A new Schiff base type of polyester containing 2,2-dimethyl-1,3-diaminopropane was prepared by solution polycondensation of 1,4-benzenedicarbonyl dichloride with Bis(4-hydroxybenzilaldehid)-2,2-dimethyl-1,3-propildiimine (H2HB2P) which is derived from a 2,2-dimethyl-1,3-diaminopropane Schiff base reacted with a 4-hydroxybenzaldehyde monomer. The monomer and the polyester were characterized by FTIR, 1HNMR, and elemental analysis. The prepared polyester showed inherent viscosity of 0.29 dl/g in NMP at 25 °C, indicating their moderate molecular weight. The Polyester was completely soluble in aprotic polar solvents such as N-methylpyrolidone (NMP), dimethylformamide (DMF), Dimethyl Acetamid (DMAC), dimthylsulfoxide (DMSO). TGA determined the 10% weight loss temperature (T10) at 280 °C and residual weight at 600 °C ca. 41% under nitrogen atmosphere.
Keywords
polyester, Schiff base, 2, 2-dimethyl-1, 3-diaminopropane, thermal stability.
References
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5. Grigoras, M., Catanescu, C. O., & Colotin, G. (2001). Poly(Schiff base)s containing 1,1′-binaphthyl moieties: synthesis and characterization. Macromolecular Chemistry and Physics, 202(11), 2262-2266. http://dx.doi.org/10.1002/1521-3935(20010701)202:11<2262::AID-MACP2262>3.0.CO;2-7.
6. Shi, S. Y., Li, Z., & Wang, J. (2007). Synthesis and characterization of some novel conjugated polyoxadiazoles with Schiff base structure. Journal of Polymer Research, 14(4), 305-312. http://dx.doi.org/10.1007/s10965-007-9111-0.
7. Khuhawar, M. Y., Mughal, M. A., & Channar, A. H. (2004). Synthesis and characterization of some new Schiff base polymers. European Polymer Journal, 40(4), 805-809. http://dx.doi.org/10.1016/j.eurpolymj.2003.11.020.
8. Youming, Z., Xinrong, D., Liangcheng, W., & Taibao, W. (2008). Synthesis and characterization of inclusion complexes of aliphatic-aromatic poly(Schiff base)s with β-cyclodextrin (highlight). Journal of Inclusion Phenomena and Macrocyclic Chemistry, 60(3-4), 313-319. http://dx.doi.org/10.1007/s10847-007-9379-z.
9. Coskun, Y., Cirpan, A., & Toppare, L. (2004). Conducting polymers of terepthalic acid bis-(2-thiophen-3-yl-ethyl) ester and their electrochromic properties. Polymer, 45(15), 4989-4995. http://dx.doi.org/10.1016/j.polymer.2004.05.038.
10. Li, X. G., Zhou, H. J., & Huang, M. R. (2005). Synthesis and properties of a functional copolymer from N-ethylaniline and aniline by an emulsion polymerization. Polymer, 46(5), 1523-1533. http://dx.doi.org/10.1016/j.polymer.2004.12.021.
11. Deng, F., He, W., Luyt, A. S., & Jiang, Y. Y. (2011). Synthesis and properties of a novel polyester containing bithiazole. Chinese Chemical Letters, 22(1), 109-113. http://dx.doi.org/10.1016/j.cclet.2010.09.019.
12. Nepal, D. S., Samal, S., & Geckeler, K. E. (2003). The first fullerene-terminated soluble poly(azomethine) rotaxane. Macromolecules, 36(11), 3800-3802. http://dx.doi.org/10.1021/ma0258410.
13. Thomas, O., Inganäs, O., & Andersson, M. R. (1998). Synthesis and properties of a soluble conjugated poly(azomethine) with high molecular weight. Macromolecules, 31(8), 2676-2678. http://dx.doi.org/10.1021/ma9701090.
14. Kausar, A., & Hussain, S. T. (2012). Processing and properties of new heteroaromatic Schiff-base poly(sulfone-ester)s and their blends. Iranian Polymer Journal, 22(3), 175-185. http://dx.doi.org/10.1007/s13726-012-0116-0.
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