Browse > Article

Using Microwave Irradiation to Prepare New Poly(amide-imide)s Containing Tetrahydropyrimidinone, Tetrahydro-2-thioxopyrimidine, and Trimellitic Rings in Their Main Chains: Synthesis and Characterization  

Faghihi Khalil (Organic Polymer Chemistry Research Laboratory, Department of Chemistry, Faculty of Science, Arak University, Dept. of Chemical Eng., Faculty of Eng., Azad University of Arak)
Hagibeygi Mohsen (Dept. of Chemical Eng., Faculty of Eng., Azad University of Arak)
Publication Information
Macromolecular Research / v.13, no.1, 2005 , pp. 14-18 More about this Journal
Abstract
Under irradiation in a microwave oven, six novel poly(amide-imide)s containing tetrahydropyrimidinone, tetrahydro-2-thioxopyrimidine moieties and trimellitic rings in their main chains were synthesized through the polycondensation reaction of N,N'-(4,4'-diphenylether)bis(trimellitimide) diacid chloride with six different derivatives of tetrahydropyrimidinone and tetrahydro-2-thioxopyrimidine in the presence of a small amount of a polar organic medium, such as o-cresol. The polycondensation proceeded rapidly and completed within 7-9 min, producing a series of new poly(amide-imide)s in high yield that showed inherent viscosities in the range 0.33-0.52 dL/g. These poly(amide-imide)s were characterized by elemental analysis, viscosity measurement, thermal gravimetric analysis, solubility test, and FT-IR spectroscopy. All of the polymers were soluble at room temperature in polar solvents such as N,N-dimethylacetamide, N,N-dimethylformamide, dimethylsulfoxide, tetrahydrofuran, and N-methyl-2-pyrrolidone.
Keywords
poly(amide-imide)s; polycondensation; microwave irradiation; characterization; thermally-stable poly­mers.;
Citations & Related Records

Times Cited By Web Of Science : 24  (Related Records In Web of Science)
Times Cited By SCOPUS : 23
연도 인용수 순위
1 V. Baudel, F. Cazier, P. Woisel, and G. Surpateanu, Eur. Polym. J., 38, 615 (2002)
2 S. Caddick, Tetrahedron, 38, 10403 (1995)
3 U. Hottong, J. Wei, R. Dhulipala, and M. C. Hawley, Ceram. Trans., 21, 587 (1991)
4 S. E. Mallakpour, A. R. Hajipour, Kh. Faghihi, N. Foroughifar, and J. Bagheri, J. Appl. Polym. Sci., 80, 2416 (2001)   DOI   ScienceOn
5 W. Zhang, J. I. Jin, and R. W. Lenz, Makromol. Chem., 189, 2219 (1988)   DOI
6 W. R. Krigbaum, H. Hakemi, and R. Kotek, Macromolecules, 18, 965 (1985)   DOI
7 H. Yeganeh, M. Barikani, and F. N. khodabadi, Eur. Polym. J., 36, 2207 (2000)   DOI   ScienceOn
8 D. Esfandiary, Synthesis of New Different Derivatives of Tetrahydropyrimidinone and Tetrahydro-2-thioxopyrimidine Compounds, M. S. Thesis, University of Arak, Arak, Iran, 1999
9 S. R. Varma, Green Chem., 1, 43 (1999)
10 M. J. M. Abadie and B. Sillion, Polyimide and Other High- Temperature Polymers, Elesevier, New York, 1991
11 J. Wei, J. D. DeLong, M. DeMeuse, and M. C. Hawley, Polym. Eng. Sci., 33, 1132 (1993)   DOI   ScienceOn
12 P. Lidstrom, J. Tierney, B. Wathey, and J. Westman, Tetrahedron, 57, 9225 (2001)   DOI   ScienceOn
13 Z. Jedlinski, J. Franek, K. Uryu, J. C. Song, and T. Kato, Polym. J., 21, 409 (1989)   DOI   ScienceOn
14 T. C. Ward and M. Chen, Polym. Mater. Sci. Eng., 66, 335 (1992)
15 S. E. Mallakpour, A. R. Hajipour, and Kh. Faghihi, Eur. Polym. J., 37, 119 (2001)   DOI   ScienceOn
16 M. K. Ghosh and K. L. Mittal, Polyimide: Fundamentals and Applications, Elesevier, New York, 1996
17 S. Watanabe, K. Hayama, K. H. Park, M. Kakimoto, and Y. Imai, Macromol. Chem. Rapid Commun., 14, 481 (1993)
18 Kh. Faghihi, Kh. Zamani, A. Mirsamie, and M. R. Sangi, Eur. Polym. J., 39, 247 (2003)   DOI   ScienceOn
19 Kh. Faghihi, Kh. Zamani, A. Mirsamie, and S. Mallakpour, Polym. Int., 53, 1226 (2004)   DOI   ScienceOn
20 Y. Peng and G. Song, Green Chem., 3, 302 (2001)   DOI   ScienceOn
21 J. P. Chen and A. Natansohn, Macromolecules, 32, 3171 (1999)   DOI   ScienceOn
22 H. Jullien and H. Valot, Polym., 26, 505 (1985)
23 D. A. Lewis, Mater. Res. Soc. Symp. Proc., 269, 21 (1992)
24 S. E. Mallakpour, A. R. Hajipour, and Kh. Faghihi, Polym. Int., 49, 1383 (2000)   DOI   ScienceOn
25 Kh. Faghihi, Kh. Zamani, A. Mirsamie, and S. Mallakpour, J. Appl. Polym. Sci., 91, 516 (2004)   DOI   ScienceOn
26 C. O. Kappe, Acc. Chem. Res., 33, 879 (2000)   DOI   ScienceOn
27 J. Mijovic, A. Fishbain, and J. Wijaya, Macromolecules, 25, 986 (1992)   DOI