Synthesis of poly(ester-imide)s from bis(4-amino-3,5-dimethyl phenyl) 4? bromophenyl methane and 2,6-diaminopyridine

Authors

  • Y. Christabel Shaji  Department of Chemistry, Holy Cross College (Autonomous), Nagercoil, Tamil Nadu, India
  • G. Leema Rose  Department of Chemistry, Holy Cross College (Autonomous), Nagercoil, Tamil Nadu, India
  • S. Ajith Sinthuja  Department of Chemistry, Holy Cross College (Autonomous), Nagercoil, Tamil Nadu, India

Keywords:

2, 6-diaminopyridine, 1,4-dihydroxy benzene, pyromellitic dianhydride, tetrimide- diacid chlorides, thermal stability, UV-visible spectroscopy, BTDA.

Abstract

A series of thermally stable and organosoluble poly(ester-imide)s were synthesized by polycondensation of tetrimide dicarboxylic acid chlorides containing an internal imide group with 1,4-dihydroxy benzene. The tetrimide dicarboxylic acid chlorides were synthesized by reacting the commercially available monomer 2,6-diaminopyridine and a newly synthesized monomer bis(4-amino-3,5-dimethyl phenyl) 4? bromophenyl methane with two different dianhydrides, pyromellitic dianhydride (PMDA) and 3,3?4,4?-benzophenone tetracarboxylic dianhydride (BTDA) and p-amino benzoic acid followed by refluxing with thionyl chloride. The synthesized polymers were characterized by elemental analysis, FTIR, 1H NMR and UV-visible spectroscopy TGA, DSC and XRD studies. Thermal stability and the weight-loss behavior of poly(ester-imide)s were studied by TGA. T10% temperature of the polymers ranged from 380–471° C in nitrogen atmosphere. The glass transition temperatures (Tg) of the polymers ranged from 245–306° C. All the poly(ester-imide)s synthesized are amorphous in nature. The synthesized polymers showed excellent solubility in common organic solvents, such as pyridine, chloroform, tetrahydrofuran, and m-cresol, as well as in polar organic solvents, such as N-methyl-2-pyrrolidone, N,N-dimethyl acetamide, N,N-dimethylformamide, and dimethyl sulfoxide.

References

  1. McGrath, J.E., Dunson, D.L., Mecham, S.J., Hedrick, J.L., Adv. Polym. Sci., 1999, 140, 61-105.
  2. Sroog, C.E., Prog. Polym. Sci., 1991, 16, 561-594.
  3. Manami, H., Nakazawa, M., Oishi, Y., Kakimoto, M., Imai, Y., J. Polym. Sci., Part A: Polym. Chem., 1990, 28, 465-477.
  4. Espeso, J.F., De la Campa, J.G., Lozano, A.E., De Abajo, J., J. Polym. Sci., Part A: Polym. Chem., 2000, 38, 1014-1023.
  5. Li, H., Lun, Y., Tang, X.L, Li, S.J., J. Macro.Mol. Sci. Pure Appl. Chem., 2002, 39, 815-824.
  6. Shieh, J.Y., Hsu, P.H., Wang, C.S., J .Appl. Polym Sci., 2004, 94,730-738.
  7. Hariharan, R., Bhuvana, S., Anuradha, G., Sarojadevi, M., Polym. Int., 2004, 53, 1442-1447.
  8. Kute, V., Banerjee, S., Macromol. Chem. Phys., 2003, 204, 2105-2112.
  9. Yin, D., Li, Y., Yang, H., Yang,H., Fas, L., Liu, J., Polym, 2005, 46, 3119-3127.
  10. Yang, C.P., Cherng, J.J., J.Polym. Sci. Polym. Chem., 1996, 33, 31-37.
  11. Yang, C.P., Cherng, J.J., J.Polym. Sci. Polym. Chem., 1996, 33, 31-37.
  12. Hariharan. R., Sarojadevi, M., J. Appl.Polym. Sci., 2006, 102, 4127-4135.
  13. Yim, K.S., Lee, S.Y., Chang, H.N., Biotechnology and Bioengineering, 1996, 49, 495-503.
  14. Wilson, D., Slinzenberger, H.D., Hergenrother, P.M., Blackie & Son Ltd., Glascow and London, 1990.
  15. Yang, C.P., Chen, R.S. Hung, K.S., Polym., 2001, 42, 4569-4577.
  16. Ataei, S.M., Laleh, N,B., Amirshaghaghi, A., Polym. Degrad. Stabil., 2006, 91, 2622-2631
  17. Shabbir, S., Zulfiqar, S., Z. Sarwar, M.I., Polym.Degrad.Stabil., 2010,95,1251-1259.
  18. Wang, C.S., Shieh, J.Y., Polym., 1998, 39, 5819-5829.

International Journal of Scientific Research in Science and Technology

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Published

2018-02-28

Issue

Volume 4, Issue 2, January-February-2018

Section

Research Articles

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How to Cite

[1]
Y. Christabel Shaji, G. Leema Rose, S. Ajith Sinthuja, " Synthesis of poly(ester-imide)s from bis(4-amino-3,5-dimethyl phenyl) 4? bromophenyl methane and 2,6-diaminopyridine , International Journal of Scientific Research in Science and Technology(IJSRST), Online ISSN : 2395-602X, Print ISSN : 2395-6011, Volume 4, Issue 2, pp.571-578, January-February-2018.