Silicon-containing oligomeric poly(amides) with phthalimidyl-amide side groups: Synthesis, characterization and thermal studies

High Performance Polymers

Volumn 24, Issue 2, 2012, Pages 77-84

  Tagle, Luis H ^a   Terraza, Claudio A ^a   Leiva, Angel ^a   Coll, Deysma ^a  

^a PONTIFICIA UNIVERSIDAD CATÓLICA DE CHILE   (Chile)

Author keywords

glass transition temperature; Poly(amide)s; silicon containing polymers; thermal stability

Indexed keywords

AMIDES; AROMATIC POLYMERS; CHAINS; COMPLEXATION; DECOMPOSITION; DIFFERENTIAL SCANNING CALORIMETRY; GLASS; GLASS TRANSITION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLIGOMERS; TEMPERATURE; THERMODYNAMIC STABILITY; THERMOGRAVIMETRIC ANALYSIS;

AROMATIC RESIDUES; DIRECT REACTIONS; DYNAMIC THERMOGRAVIMETRY; P-AMINOBENZOIC ACID; PHTHALIC ANHYDRIDES; POLAR APROTIC SOLVENT; SILICON CONTAINING POLYMERS; THERMAL DECOMPOSITION TEMPERATURE;

AMINO ACIDS;

EID: 84859894381     PISSN: 09540083     EISSN: 13616412     Source Type: Journal    
DOI: 10.1177/0954008311431348     Document Type: Article

References (31)

1. Mallakpour S, Kowsari E. Synthesis and characterization of new optically active poly(amide-imide)s containing epiclon and l-methionine moieties in the main chain. Polym Adv Technol. 2005 ; 16: 732-737 (Pubitemid 41569096)
2. Liaw DJ, Liaw BY. Synthesis and characterization of new polyamide-imides containing pendent adamantyl groups. Polymer. 2001 ; 42: 839-845
3. Nakata S, Brisson J. Preparation of aromatic copolyamides containing regularly placed 1,6-hexamethylenediamine units. J Polym Sci: Part A: Polym Chem. 1997 ; 35: 2379-2386 (Pubitemid 127581371)
4. Liaw DJ, Hsu PN, Liaw BY. Synthesis and characterization of novel polyamide-imides containing noncoplanar 2,2′-dimethyl-4,4′- biphenylene unit. J Polym Sci: Part A: Polym Chem. 2001 ; 39: 63-70
5. Chen JC, Rajendran K, Huang SW, et al. Synthesis and characterization of aromatic polyamides derived fron various derivatives of 4,4′-oxydianiline. J Polym Res. 2011 ; 18: 1693-1703
6. Sava I, Bruma M, Schulz B, et al. Comparison of Properties of Silicon-containing Poly(amide-imide)s. High Perform Polym. 2005 ; 17: 483-495 (Pubitemid 41810650)
7. Ferrero E, Espeso FJ, De la Campa JG, et al. Synthesis and characterization of aromatic polyamides containing alkylphthalimido pendent groups. J Polym Sci: Part A: Polym Chem. 2002 ; 40: 3711-3724 (Pubitemid 35275091)
8. Ayala V, Maya EM, Garcia JM, et al. Synthesis, characterization, and water sorption properties of new aromatic polyamides containing benzimidazole and ethylene oxide moieties. J Polym Sci: Part A: Polym Chem. 2005 ; 43: 112-121 (Pubitemid 40049970)
9. Hsiao SH, Yang CP, Liou CW. Synthesis and properties of novel poly(amide-imide)s containing pendent diphenylamino groups. Eur Polym J. 2005 ; 41: 511-517
10. Takata T, Furusho Y, Murakawa KI, et al. Optically active poly(aryl carbonates) consisting of axially chiral units. chiral binaphthyl group induced helical polymer. J Am Chem Soc. 1998 ; 120: 4530-4531
11. Mallakpour S, Zadahnazari A. Advances in synthetic optically active condensation polymers-a review. Express Polym Lett. 2011 ; 5: 142-181
12. Mallakpour S, Dinari M. Microwave step-growth polymerization of 5-(4-methyl-2-phthalimidylpentanoylamino)isophthalic acid with different diisocyanates. Polym Adv Technol. 2008 ; 19: 1334-1342
13. Mallakpour S, Taghavi M. A facile, microwave-assisted synthesis of novel optically active polyamides derived from 5-(3-methyl-2- phthalimidylpentanoylamino)isophthalic acid and different diisocyanates. Eur Polym J. 2008 ; 44: 87-97
14. Mallakpour S, Sepehri S. Preparation of new optically active polyamides containing a l-phenylalanine, phthalimide side-chain via the diisocyanate route by microwave energy: comparison with conventional heating. Des Mon Polym. 2008 ; 11: 535-546
15. Sun H, Meng F, Dias A, et al. α-Amino acid containing degradable polymers as functional biomaterials: rational design, synthetic pathway and biomedical applications. Biomacromolecules. 2011 ; 12: 1937-1955
16. Bruma M, Schulz S. Silicon-containing aromatic polymers. J Macromol Sci: Polym Rev. 2001 ; 41C: 1-40
17. Tagle LH, Terraza CA, Valenzuela P, et al. Thermal studies of poly(esters) containing silicon or germanium in the main chain. Thermochim Acta. 2005 ; 425: 115-119 (Pubitemid 40082676)
18. Tagle LH, Diaz FR, Vega JC, et al. Synthesis and characterization of poly(esters) derived from diacids and diphenols containing silicon and germanium. Eur Polym J. 2003 ; 39: 407-410 (Pubitemid 35432653)
19. Mallakpour S, Rafiee Z. Synthesis and characterization of novel organosoluble, thermal stable and optically active polyesters derived from 5-(2-phthalimidiylpropanoylamino)isophthalic acid. Polymer J. 2007 ; 39: 1185-1192
20. Mallakpour S, Sepehri S. Polycondensation of new optically active diacid with diisocyanates in the presence of tetrabutylammonium bromide as a green media under microwave heating. React Funct Polym. 2008 ; 68: 1459-1466
21. Mallakpour S, Kolahdoozan M. Synthesis and properties of thermally stable and optically active novel wholly aromatic polyesters containing a chiral pendent group. Eur Polym J. 2007 ; 43: 3344-3354 (Pubitemid 47175934)
22. Pratt JR, Massey WD, Pinkerton FH, et al. Organosilicon compounds. XX. Synthesis of aromatic diamines via trimethylsilyl-protecting aniline intermediates. J Org Chem. 1975 ; 40: 1090-1094
23. Yamazaki N, Matsumoto M, Higashi F. 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. 1975 ; 13: 1373-1380
24. Tundidor-Camba A, Terraza CA, Tagle LH, et al. Poly(amides)s obtained by direct polycondensation of 4-[4-[9-[4-(4-aminophenoxy)-3-methyl-phenyl]fluoren- 9-yl]-2-methyl-phenoxy]aniline with dicarboxylic acids based on a diphenyl-silane moiety. J Appl Polym Sci. 2011 ; 120: 2381-2389
25. Terraza CA, Tagle LH, Concha FJ, et al. Synthesis and characterization of new bifunctional monomers based on germarylene or silarylene units: 4,4′-(R1R2-silylene)bis(phenyl chloroformates) and 4,4′-(R1R2- germylene)bis(phenyl chloroformates). Des Mon Polym. 2007 ; 10: 253-261 (Pubitemid 47147318)
26. Terraza CA, Tagle LH, Leiva A. Synthesis and characterization of aromatic rigid poly(urethanes) containing silicon and/or germanium in their main chain. Use of bis(chloroformates) derivatives. Polym Bull. 2005 ; 55: 277-285 (Pubitemid 41367172)
27. Tagle LH, Terraza CA, Leiva A, et al. Poly(amides) and poly(imides) containing silicon and/or germanium in the main chain. Synthesis, characterization and thermal analysis. J Appl Polym Sci. 2006 ; 102: 2768-2776 (Pubitemid 44619664)
28. Terraza CA, Tagle LH, Leiva A, et al. Poly(urethanes) containing silarylene and/or germarylene units. J Appl Polym Sci. 2008 ; 109: 303-308
29. Terraza CA, Tagle LH, Lembach H. Difunctional silarylene-containing aliphatic compounds. synthesis and characterization of bis(p-(carboxymethyl) phenyl)(R)phenylsilane and bis(p-(2-aminoethyl)phenyl(R)phenylsilane (R = Me, Ph). J Chil Chem Soc. 2010 ; 55: 137-140
30. Terraza CA, Tagle LH, Leiva A. Synthesis and characterization of poly(urethanes) containing sulfone and silarylene or germarylene moieties. Polym Bull. 2009 ; 63: 663-672
31. Mays JW, Siakali-Kioufala E, Hadjichristidis N. Glass transition temperatures of polymethacrylates with alicyclic side groups. Macromolecules. 1990 ; 23: 3530-3531 (Pubitemid 20709401)