Heat-resistant and soluble fluorinated poly(amide imide)s based on non-coplanar ortho-linked diimide-dicarboxylic acid

Polymer Degradation and Stability

Volumn 96, Issue 5, 2011, Pages 1022-1028

  Abouzari Lotf, Ebrahim ^a   Shockravi, Abbas ^b   Javadi, Ali ^b  

^a AVICENNA RESEARCH INSTITUTE   (Iran)

^b KHARAZMI UNIVERSITY   (Iran)

Author keywords

Dielectric constant; Fluorinated poly(amide imide)s; Improved solubility; Non coplanar; Thermal stability

Indexed keywords

DIELECTRIC CONSTANTS; FLUORINATED POLY(AMIDE IMIDE)S; IMPROVED SOLUBILITY; NON-COPLANAR; THERMAL STABILITY;

DIFFERENTIAL SCANNING CALORIMETRY; DIMETHYL SULFOXIDE; DIMETHYLFORMAMIDE; GLASS TRANSITION; ORGANIC POLYMERS; ORGANIC SOLVENTS; REFRACTIVE INDEX; SOLUBILITY; THERMODYNAMIC STABILITY;

AMIDES;

EID: 79953682792     PISSN: 01413910     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymdegradstab.2011.01.004     Document Type: Article

References (39)

1. D. Wilson, H.D. Stenzenberger, and P.M. Hergenrother Polyimides 1990 Plenum Press New York
2. M.J. Abadie, and B. Sillion Polyimides and other high-temperature polymers 1991 Elsevier Amsterdam
3. M.K. Ghosh, and K.L. Mittal Polyimides: fundamentals and applications 1996 Marcel Dekker New York
4. F.W. Harris, and S.L.C. Hsu Synthesis and characterization of polyimides based on 3,6-diphenylpyromellitic dianhydride High Perform Polym 1 1989 3 16
5. R. Giesa, U. Keller, P. Eiselt, and H.W. Schmidt Synthesis and thermal properties of aryl-substituted rod-like polyimides J Polym Sci Part A Polym Chem 31 1993 141 151 (Pubitemid 23625022)
6. M. Tomikawa, S.Z.D. Cheng, and F.W. Harris Polym Prepr (Am Chem Soc Div Polym Chem) 36 1 1995 707 708
7. T. Ma, S. Zhang, Y. Li, F. Yang, C. Gong, and J. Zhao Synthesis and characterization of novel polyimides derived from 4-phenyl-2, 6-bis [3-(4-aminophenoxy)-phenyl]-pyridine diamine and aromatic dianhydrides Polym Degrad Stab 95 2010 1244 1250
8. A.S. More, A.S. Patil, and P.P. Wadgaonkar Poly(amideimide)s containing pendant pentadecyl chains: synthesis and characterization Polym Degrad Stab 95 2010 837 844
9. S. Babanzadeh, A.R. Mahjoub, and S. Mehdipour-Ataei Novel soluble thermally stable silane-containing aromatic polyimides with reduced dielectric constant Polym Degrad Stab 96 2010 2492 2498
10. G.M. Bower, and L.W. Frost Aromatic polyimides J Polym Sci A Polym Chem 1 1963 3135 3150
11. A. Shockravi, E. Abouzari-Lotf, A. Javadi, and F. Atabaki Preparation and properties of new ortholinked polyamide imides bearing ether, sulfur, and trifluoromethyl linkages Eur Polym J 45 2009 1599 1606
12. H.R. Kricheldorf, and R. Pakull New polymer syntheses. 20. Liquid-crystalline poly (ester imides) derived from trimellitic acid, alpha., ω-diaminoalkanes and 4,4′-dihydroxybiphenyl Macromolecules 21 1988 551 557 (Pubitemid 18618569)
13. S. Mehdipour-Ataei, and S. Keshavarz Use of new diimide dinaphthols in preparation of novel thermally stable poly (ester-imide)s J Appl Polym Sci 88 2003 2168 2172 (Pubitemid 36414871)
14. G.S. Liou, and S.H. Hsiao Synthesis and properties of new organosoluble and alternating aromatic poly(ester-amide imide)s with pendant phosphorus groups J Polym Sci Part A Polym Chem 39 2001 1786 1799
15. M. Sato, T. Hirata, T. Kamita, and K.I. Makaida Thermotropic liquid crystalline aromatic-aliphatic polyimides-5. Preparation and properties of homo- and copoly(imide-carbonate)s based on benzophenonetetracarboxylic diimide and biphenyl units Eur Polym J 32 5 1996 639 645 (Pubitemid 126362671)
16. C.P. Yang, and Y.Y. Su Fluorinated aromatic polyamides and poly(amide imide)s: synthesis and properties Macromol Chem Phys 206 2005 1947 1958
17. J.G. Liu, M.H. He, Z.X. Li, Z.G. Qian, F.S. Wang, and S.Y. Yang Synthesis and characterization of organosoluble polyimides with trifluoromethyl- substituted benzene in the side chain J Polym Sci A Polym Chem 40 2002 1572 1582 (Pubitemid 34504467)
18. S. Banerjee, M.K. Madhra, A.K. Salunke, and D.K. Jaiswal Synthesis and properties of fluorinated polyimides. 3. Derived from novel 1,3-bis[3′- trifluoromethyl-4′(4″-amino benzoxy) benzyl] benzene and 4,4-bis[3′-trifluoromethyl-4′(4-amino benzoxy) benzyl] biphenyl Polymer 44 2003 613 622 (Pubitemid 36090064)
19. S.H. Hsiao, C.P. Yang, and S.C. Huang Polyimides from 1,5-bis(4-amino-2-trifluoromethylphenoxy)naphthalene and aromatic tetracarboxylic dianhydrides Eur Polym J 40 2004 1063 1074
20. G.C. Eastmond, and J. Paprotny The influence of multiple ortho-substituted phenylenes on the nature of poly(ether imide)s Polymer 45 2004 1073 1078 (Pubitemid 38121317)
21. G.C. Eastmond, and J. Paprotny Synthesis of bis(ether nitrile)s and bis(ether acid)s from simple aromatic diols bymeta-fluoro displacement from 3-fluorobenzonitrile J Mater Chem 7 1997 1321 1326 (Pubitemid 127728440)
22. S.H. Hsiao, C.P. Yang, and S.H. Chen Synthesis and properties of ortho-linked polyamides based on a bis(ether-carboxylic acid) or a bis(ether amine) derived from 4-tert-butylcatechol Polymer 41 2000 6537 6551
23. Z. Qiua, G. Chena, Q. Zhang, and S. Zhang Synthesis and gas transport property of polyimide from 2,2′-disubstituted biphenyltetracarboxylic dianhydrides (BPDA) Eur Polym J 43 1 2007 194 204 (Pubitemid 44894417)
24. W.F. Harris, and L.H. Lanier F.W. Harris, R.B. Seymour, Structure-solubility relationships 1977 Academic Press New York
25. R. Sinta, R.A. Minns, R.A. Gaudiana, and H.G. Rogers Para-linked, aromatic, thermotropic polyesters with low mesophase temperatures Para-linked, aromatic, thermotropic polyesters with low mesophase temperatures Macromolecules 20 1987 2374 2382
26. K.H. Becker, and H.W. Schmidt Para-linked aromatic poly(amic ethyl esters): precursors to rodlike aromatic polyimides. 1. Synthesis and imidization study Macromolecules 25 1992 6784 6790
27. A. Shockravi, S. Mehdipour-Ataei, E. Abouzari-Lotf, and M. Zakeri Soluble and thermally stable polyamides bearing 1,1′-thiobis(2-naphthoxy) groups Eur Polym J 43 2007 620 627 (Pubitemid 46135572)
28. A. Shockravi, S. Mehdipour-Ataei, E. Abouzari-Lotf, and A. Yousefi Sulfide and sulfoxide based poly(ether-amide)s: synthesis and characterization Eur Polym J 42 2006 133 139 (Pubitemid 41815573)
29. A. Shockravi, E. Abouzari-Lotf, A. Javadi, and S. Taheri Synthesis and properties of novel fluorinated polyamides based on noncoplanar sulfoxide containing aromatic bis(ether amine) Polym J 41 2009 174 180
30. A.E. Reed, and P.R. Schleyer Chemical bonding in hypervalent molecules. The dominance of ionic bonding and negative hyperconjugation over d-orbital participation J Am Chem Soc 112 1990 1434 1445
31. T.P. Cunningham, D.L. Cooper, J. Gerratt, P.B. Karadakov, and M. Raimondi Chemical bonding in oxofluorides of hypercoordinate sulfur J Chem Soc Faraday Trans 93 1997 2247
32. J.A. Dobado, H. Martinez-Garcia, J.M. Molina, and M.R. Sundberg Chemical bonding in hypervalent molecules revised. 2. Application of the atoms in molecules theory to Y2XZ and Y2XZ2 (Y = H, F, CH3; X = O, S, Se; Z = O, S) Compounds J Am Chem Soc 121 1999 3156 3164 (Pubitemid 29189763)
33. Shockravi A, Alizadeh R, Aghabozorg H, Moghimi A, Rostami E, Tabrizi SB. Phosphorus Sulfur 2003;178:2519-2527.
34. A. Shockravi, E. Abouzari-Lotf, and A. Javadi Synthesis and properties of organosoluble fluorinated polyamides bearing 2-2-thio-bis(4-methyl phenoxy) groups Des Monomers Polym 12 2 2009 119 128
35. D. Bosese, H. Lee, D.Y. Yoon, J.D. Swalen, and J.F. Rabolt Comparative Raman studies of molecular interactions at a dye/polymer and a dye/glass interface J Polym Sci B Polym Phys 30 1992 1321 1327
36. W.S. Gump, and J.C. Vitucci 2-hydroxyphenyl sulfoxides and 2-hydroxyphenyl sulfones J Am Chem Soc 67 1945 238 240
37. D.J. Liaw, and W.H. Chen High glass transitions of novel organosoluble polyamide imides based on noncoplanar and rigid diimide-dicarboxylic acid Polym Degrad Stab 91 2006 1731 1739
38. N. Yamazaki, M. Matsumoto, and F. Higashi Studies on reactions of the N-phosphonium salts of pyridines. XIV. Wholly aromatic polyamides by the direct polycondensation reaction by using phosphites in the presence of metal salts J Polym Sci Polym Chem Ed 13 1975 1373 1380
39. S. Ando, T. Matsuura, and S. Sasaki Coloration of aromatic polyimides and electronic properties of their source materials Polym J 29 1997 69 76 (Pubitemid 127610246)