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Facile synthesis of new thermally stable and organosoluble polyamide-imides based on non-coplaner phosphorus and silicon containing amines

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Abstract

Two new kinds of diamines, 3-[bis-(3-aminophenyl)-phosphinoyl)-phenyl]-3-(triphenyl-phosphoranylidene)-pyrrolidene-2,5-dione, (DAP) with phosphorus moiety and bis-(5-amino-naphthalene-1-yl) dimethyl silane (DAS) with silicon moiety are synthesized. A series of novel aromatic polyamide-imides (PAIs) are prepared from three dicarboxylic acids and synthesized diamines. The phosphorus and silicon containing diamines and all polymers are characterized by FT-IR, NMR spectroscopic techniques and elemental analysis. The polymers obtained have good thermal stability and glass transition temperature (Tg) in the range of 254–315∘C. All these novel polyamide-imides (PAIs) contain 10% weight loss at the temperature above 506∘C and more than 59% residue at 600∘C in nitrogen atmosphere. The resulting polymeric films exhibit high optical transparency and inherent viscosity in the range of 0.68 to 0.79 dL/g. These polymers are found to be soluble in aprotic polar solvents such as NMP, DMSO, DMF and DMAc. Wide angle X-ray diffraction revealed that these polymers are predominantly amorphous in nature.

TGA, DSC, curves, UV-Vis spectra and WAXD diffractogram of polymers are studied.

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References

  1. Marinovic-Cincovic M, Babic D, Dzunuzovic E, Popov-Pergal K and Rancic M 2007 Polym. Degrad. Stabil. 92 1730

  2. Leung C L, Ghaffarian R and Leung K C 1997 Polym. Degrad. Stabil. 58 11

  3. urRehman S, Li P, Zhou H W, Zhao X G, Dang G D and Chen C H 2012 Polym. Degrad. Stabil. 97 1581

  4. Babanzadeh S, Mahjoub A R and Mehdipour-Ataei S 2010 Polym. Degrad. Stabil. 95 2492

  5. Musto P, Ragosta G, Scarinzi G and Mascia L 2004 Polymer 45 4265

  6. Tao L, Yang H, Liu J, Fan L and Yang S 2009 Polymer 50 6009

  7. Behniafar H and Sefid-girandehi N 2011 J. Fluor. Chem. 132 878

  8. Hasegawa M and Nomura R 2011 React. Funct. Polym. 71 109

  9. Liaw D-J, Wang K-L, Huang Y-C, Lee K-R, Lai J-Y and Ha C-S 2012 Prog. Polym. Sci. 37 907

  10. Hong S P, Kim I-C, Tak T and Kwon Y-N 2013 Desalination 309 18

  11. Huang Y-C, Lin J-H, Tseng I-H, Lo A-Y, Lo T-Y, Yu H-P, Tsai M-H, Whang W-T and Hsu K-Y 2013 Compos. Sci. Technol. 87 174

  12. Mallakpour S and Dinari M 2013 Appl. Clay Sci. 75–76 67

  13. Kovalev M K, Kalinina F, Androsov D A and Cho C 2013 Polymer 54 127

  14. Kim S D, Lee S, Heo J, Kim S Y and Chung I S 2013 Polymer 54 5648

  15. Lin C H, Chang S L, Peng L A, Peng S P and Chuang Y H 2010 Polymer 51 3899

  16. Yang F, Li Y, Bu Q, Zhang S, Ma T and Zhao J 2010 Polym. Degrad. Stabil. 95 1950

  17. Shockravi A, Abouzari-Lotf E, Javadi A and Atabaki F 2009 Eur. Polym. J. 45 1599

  18. Liaw D-J and Chen W-H 2006 Polym. Degrad. Stabil. 91 1731

  19. Behniafar H and Abedini-pozveh A 2011 Polym. Degrad. Stabil. 96 1327

  20. Liu C, Wang J, Lin E, Zong L and Jian X 2012 Polym. Degrad. Stabil. 97 460

  21. Comesana-Gandara B, Calle M, Jo H J, Hernandez A, Campa J G D, Abajo J D, Lozano A E and Lee Y M 2014 J. Memb. Sci. 450 369

  22. Liu J, Zhang Q, Xia Q, Dong J and Xu Q 2012 Polym. Degrad. Stabil. 97 987

  23. Behniafar H, Beit-Saeed A and Hadian A 2009 Polym. Degrad. Stabil. 94 1991

  24. Liu Y-L and Tsai S-H 2002 Polymer 43 5757

  25. Song G, Zhang Y, Wang D, Chen C, Zhou H, Zhao X and Dang G 2013 Polymer 54 2335

  26. Higashi F, Ogata S-I and Aoki Y 1982 J. Polym. Sci. A: Polym. Chem. 20 2081

  27. Tao Z, Yang S, Chen J and Fan L 2007 Eur. Polym. J. 43 1470

  28. Hamciuc E, Hamciuc C, Bruma M and Schulz B 2005 Eur. Polym. J. 41 2989

  29. Bazzar M, Ghaemy M and Alizadeh R 2012 Polym. Degrad. Stabil. 97 1690

  30. Hamciuc E, Hamciuc C and Bruma M 2007 Eur. Polym. J. 43 4739

  31. Sponton M, Mercado L A, Ronda J C, Galia M and Cadiz V 2008 Polym. Degrad. Stabil. 93 2025

  32. Zhang W, Li X, Jiang Y and Yang R 2013 Polym. Degrad. Stabil. 98 246

  33. Ren H, Sun J, Wu B and Zhou Q 2007 Polym. Degrad. Stabil. 92 956

  34. Liu Y L, Hsiue G H, Lee R H and Chiu Y S 1997 J. Appl. Polym. Sci. 63 895

  35. Lin C H 2004 Polymer 45 7911

  36. Agrawal S and Narula A K 2013 Polym. Bull. 70 3241

  37. Liu C, Li X, Xu J and Jian X 2011 Eur. Polym. J. 47 1852

  38. Jeong K U, Kim J-J and Yoon T-H 2001 Polymer 42 6019

  39. Wu C S, Liu Y L and Chiu Y S 2002 Polymer 43 4277

  40. Qian L-J, Ye L-J, Xu G-Z, Liu J and Guo J-Q 2011 Polym. Degrad. Stabil. 96 1118

  41. Wang X, Hu Y, Song L, Xing W and Lu H 2010 J. Polym. Sci.: Part B: Polym. Phys. 48 693

  42. Behniafar H and Mohammadparast-delshaad S 2012 Polym. Degrad. Stabil. 97 228

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Acknowledgements

The author (S. Agrawal) wishes to express the gratitude to Guru Gobind Singh Indraprastha University, New Delhi for providing financial support in the form of IPRF (Indraprastha Research Felloship).

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Authors and Affiliations

  1. University School of Basic and Applied Sciences, Guru Gobind Singh Indraprastha University, Sector-16C Dwarka, Delhi, 110078, India

    SEEMA AGRAWAL & ANUDEEP KUMAR NARULA

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  1. SEEMA AGRAWAL
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  2. ANUDEEP KUMAR NARULA
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Correspondence to ANUDEEP KUMAR NARULA.

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AGRAWAL, S., NARULA, A.K. Facile synthesis of new thermally stable and organosoluble polyamide-imides based on non-coplaner phosphorus and silicon containing amines. J Chem Sci 126, 1849–1859 (2014). https://doi.org/10.1007/s12039-014-0727-4

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  • DOI: https://doi.org/10.1007/s12039-014-0727-4

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