Synthesis and properties of polyesteramides having short nylon-610 segments in the main chains through polycondensation and chain extension

Industrial and Engineering Chemistry Research

Volumn 52, Issue 19, 2013, Pages 6410-6421

  Hao, Yajiao ^a   Chen, Mengyu ^a   Zhao, Jingbo ^a   Zhang, Zhiyuan ^a   Yang, Wantai ^a  

^a BEIJING UNIVERSITY OF CHEMICAL TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

1 ,4-BUTANEDIOL; BIS (2-OXAZOLINE); ENZYMATIC DEGRADATION; INITIAL DECOMPOSITION TEMPERATURES; INTRINSIC VISCOSITY; MELT POLYCONDENSATION; STANNOUS CHLORIDE; WIDE ANGLE X-RAY SCATTERING;

CHLORINE COMPOUNDS; DIFFERENTIAL SCANNING CALORIMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLIGOMERS; POLYAMIDES; POLYCONDENSATION; SYNTHESIS (CHEMICAL); TENSILE STRENGTH; TENSILE TESTING; THERMOGRAVIMETRIC ANALYSIS;

RAYON;

EID: 84877784338     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie302879t     Document Type: Article

References (38)

1. Timmermann, R. Polyesteramides. In Biopolymers; Doi, Y., Steinbuechel, A., Eds.; Wiley-VCH: Weinheim, 2002; Vol. 4, pp 315-330.
2. Okada, M. Chemical syntheses of biodegradable polymers Prog. Polym. Sci. 2002, 27, 87-133
3. Ikada, Y.; Tsuji, H. Biodegradable polyesters for medical and ecological applications Macromol. Rapid Commun. 2000, 21, 117-132
4. Hu, G. S.; Wang, B. B.; Gao, F. Z. Investigation on the rheological behavior of nylon 6/11 Mater. Sci. Eng., A 2006, 426, 263-265
5. Zhao, Z.; Zheng, W.; Tian, H.; Yu, W.; Han, D.; Li, B. Crystallization behaviors of secondarily quenched nylon 6 Mater. Lett. 2007, 61, 925-928
6. Garg, P.; Keul, H.; Klee, D.; Möller, M. Concept and synthesis of poly(ester amide)s with one isolated, two or three consecutive amide bonds randomly distributed along the polyester backbone Des. Monomers Polym. 2009, 12, 405-424
7. Gonsalves, K. E.; Chen, X.; Cameron, J. A. Degradation of nonalternating poly(ester-amides) Macromolecules 1992, 25, 3309-3312
8. Goodman, I.; Rodriguez, M. T. Copolyesteramides, 9. random 6-iminohexanoyl/12-oxydodecanoyl copolyesteramides Macromol. Chem. Phys. 1996, 197, 881-894
9. Lips, P. A. M.; Broos, R.; van Heeringen, M. J. M.; Dijkstra, P. J.; Feijen, J. Incorporation of different crystallizable amide blocks in segmented poly(ester amide)s Polymer 2005, 46, 7834-7742
10. Stapert, H. R.; Dijkstra, P. J.; Feijen, J. Synthesis and characterization of aliphatic poly(esteramide)s containing symmetrical bisamide blocks Macromol. Symp. 1998, 130, 91-102
11. Stapert, H. R.; Bouwens, A. M.; Dijkstra, P. J.; Feijen, J. Environmentally degradable aliphatic poly(ester-amide)s based on short, symmetrical and uniform bisamide-diol blocks, 1. Synthesis and interchange reactions Macromol. Chem. Phys. 1999, 200, 1921-1929
12. Paredes, N.; Casas, M. T.; Puiggali, J. Packing of sequential poly(ester amide)s derived from diols, dicarboxylic acids, and amino acids Macromolecules 2000, 33, 9090-9097
13. Paredes, N.; Casas, M. T.; Puiggali, J. Poly(ester amide)s derived from glycine, even-numbered diols, and dicarboxylic acids: considerations on the packing J. Polym. Sci., Part B: Polym. Phys. 2001, 39, 1036-1045
14. Shalaby, W. S.; Dennis, D. J. Polyesteramides derived from bis-oxamidodiols and dicarboxylic acids. US Patent 4209607(A), June 24, 1980.
15. Bernášková, A.; Chromcová, D.; Brozek, J.; Roda, J. Polymerization of lactams, 95 preparation of polyesteramides by the anionic polymerization of ε-caprolactam in the presence of poly(ε-caprolactone) Polymer 2004, 45, 2141-2148
16. Chromcová, D.; Baslerová, L.; Roda, J.; Brozek, J. Polymerization of lactams. 99 preparation of polyesteramides by the anionic copolymerization of ε-caprolactam and ε-caprolactone Eur. Polym. J. 2008, 44, 1733-1742
17. Deshayes, G.; Delcourt, C.; Verbruggen, I.; Trouillet-Fonti, L.; Touraud, F.; Fleury, E.; Degee, P.; Destarac, M.; Willem, R.; Dubois, P. Novel polyesteramide-based diblock copolymers: synthesis by ring-opening copolymerization and characterization Macromol. Chem. Phys. 2009, 210, 1033-1043
18. Timmermann, R.; Idel, K. J.; Schulz-schlitte, W.; Grigat, E. Biodegradable polyesteramides with aliphatic-aromatic structures. WO 9942514, August 26, 1999.
19. Timmermann, R.; Schulz-schlitte, W.; Voigt, M. Polyether ester amides. WO 9928371, June 10, 1999.
20. Karayannidis, G. P.; Psalida, E. A. Chain extension of recycled poly(ethylene terephthalate) with 2,2′-(1,4-phenylene) bis (2-oxazoline) J. Appl. Polym. Sci. 2000, 77, 2206-2211
21. Inata, H.; Matsumura, S. Chain extenders for polyesters. I. Addition-type chain extenders reactive with carboxyl end groups of polyesters J. Appl. Polym. Sci. 1985, 30, 3325-3337
22. Loontjens, T. Modular approach for novel nanostructered polycondensates enabled by the unique selectivity of carbonyl biscaprolactam J. Polym. Sci., Part A: Polym. Chem. 2003, 41, 3198-3205
23. Néry, L.; Lefebvre, H.; Fradet, A. Chain extension of carboxy-terminated aliphatic polyamides and polyesters by arylene and pyridylene bisoxazolines Macromol. Chem. Phys. 2004, 205, 448-455
24. Néry, L.; Lefebvre, H.; Fradet, A. Kinetic and mechanistic studies of carboxylic acid-bisoxazoline chain-coupling reactions Macromol. Chem. Phys. 2003, 204, 1755-1764
25. Néry, L.; Lefebvre, H.; Fradet, A. Polyamide-polyester multiblock copolymers by chain-coupling reactions of carboxy-terminated polymers with phenylene and pyridylene bisoxazolines J. Polym. Sci., Part A: Polym. Chem. 2005, 43, 1331-1341
26. Tuominen, J.; Seppala, J. V. Synthesis and characterization of lactic acid based poly(ester-amide) Macromolecules 2000, 33, 3530-3535
27. Akkapeddi, M. K.; Gervasi, J. Chain extension of PET and nylon in an extruder Polym. Prepr., Am. Chem. Soc., Div. Polym. Chem. 1988, 29, 567-570
28. Akkapeddi, M. K.; Housny, A.; Walsh, M. S. Polymerization of aminobenzoyllactams Polym. Prepr., Am. Chem. Soc., Div. Polym. Chem. 1986, 27, 120-121
29. Zhao, J.; Li, K.; Yang, W. Chain extension of polybutylene adipate and polybutylene succinate with adipoly- and terephthaloyl-biscaprolactamate J. Appl. Polym. Sci. 2007, 106, 590-598
30. Xu, S. Y.; Shi, Y. H.; Zhao, J. B.; Jiang, S. L.; Yang, W. T. Chain extension of adipic acid and (or) succinic acid/butanediol polyesters with 2,2′-(1,4-phenylene)-bis(2-oxazoline) and adipoylbiscaprolactamate combined chain extenders Polym. Adv. Technol. 2011, 22, 2360-2367
31. Wilfong, D. L.; Pommerening, C. A.; Gardlund, Z. G. Separation of polymerization and crystallization processes for nylon-6 Polymer 1992, 33, 3884-3888
32. Huang, C.; Luo, S.; Xu, S.; Zhao, J.; Jiang, S.; Yang, W. Catalyzed chain extension of poly(butylene adipate) and poly(butylene succinate) with 2,2′-(1,4-phenylene)-bis(2-oxazoline) J. Appl. Polym. Sci. 2010, 115, 1555-1565
33. Liu, S.; Li, C.; Zhao, J.; Zhang, Z.; Yang, W. Synthesis and characterization of polyesteramides having short nylon-6 segments in the main chains through polycondensation and chain extension Polymer 2011, 52, 6046-6055
34. Aoi, K.; Okada, M. Polymerization of oxazolines Prog. Polym. Sci. 1996, 21, 151-208
35. Qian, Z.; Li, S.; He, Y.; Li, C.; Liu, X. Synthesis and thermal degradation of biodegradable polyesteramide based on ε-caprolactone and 11-aminoundecanoic acid Polym. Degrad. Stab. 2003, 81, 279-286
36. Nikolic, M. S.; Djonlagic, J. Synthesis and characterization of biodegradable poly(butylene succinate-co-butylene adipate)s Polym. Degrad. Stab. 2001, 74, 263-270
37. Xu, P.; Zhang, X. Investigation of MWS polarization and dc conductivity in polyamide 610 using dielectric relaxation spectroscopy Eur. Polym. J. 2011, 47, 1031-1038
38. Jones, N. A.; Atkins, E. D. T.; Hill, M. J.; Cooper, S. J.; Franco, L. Chain-folded lamellar crystals of aliphatic polyamides. Investigation of nylons 4 8, 4 10, 4 12, 6 10, 6 12, 6 18 and 8 12 Polymer 1997, 38, 2689-2699