Abstract
Nylon 4/6 copolymers based on 2-pyrrolidone (C4) and ε-caprolactam (C6) were synthesized and characterized as part of ongoing efforts to develop thermally stable, melt-processable 2-pyrrolidone (C4) based Nylons. Copolymers of various compositions were synthesized at between 50 and 100 °C via the anionic ring opening polymerization of C4 and C6 using a potassium tert-butoxide catalyst and a benzoyl chloride initiator. The polymers were characterized by NMR spectroscopy, DSC, TGA, GPC, intrinsic viscosity measurements, and X-ray scattering (SAXS and WAXS). Their chemical compositions and sequence distributions were obtained by 1H- and 13C-NMR spectroscopies, respectively. X-ray scattering was used to investigate the lamellar morphologies and the crystal structures of solvent cast films of the copolymers. WAXS revealed the presence of α-phase crystals in the copolymers. TGA data coupled with molecular weight and sequence distribution information indicated that the polymers’ thermal stability depended on both their chemical composition and their sequence distribution.
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Refrerences
C. E. Barnes, Lenzinger Ber., 62, 62 (1987).
S. Munoz-Guerra, M. Garcia-Alvarez, and J. A. Portillo-Arias, J. Renewable Materials, 1, 42 (2013).
B. A. J. Noordover, L. Jasinska-Walc, I. van der Meulen, R. Duchateau, and C. E. Koning, “Biobased Monomers, Polymers, and Materials”, Vol. 1105. Ch018, pp.281–322, ACS Publication, 2012.
K. Tachibana, K. Hashimoto, M. Yoshikawa, and H. Okawa, Polym. Degrad. Stab., 9, 912 (2010).
K. Hashimoto, Prog. Polym. Sci., 25, 1411 (2000).
R. Puffr and J. Stehlicek in “Polymeric Materials Encyclopedia” (J. C. Salamone Ed.), Vol. 7, p.5432, CRC Press Boca Raton, New York, 1996.
R. Bacskai, Polym. Bull., 11, 229 (1984).
K. Tachibana, K. Hashimoto, N. Tansho, and H. Okawa, J. Polym. Sci. Pol. Chem., 49, 2495 (2011).
N. Kawasaki, A. Nakayama, and N. Yamano, PCT Int. Appl., WO2012161174 A1 (2012).
T. Fries, J. Bělohlávková, J. Roda, and J. Králček, Polym. Bull., 12, 87 (1984).
T. Fries, B. Ciekerová, J. Roda, and J. Králček, Makromol. Chem., 186, 1995 (1985).
N. C. Kim, J. Kim, S. W. Nam, B. S. Jeon, Y. Yoo, and Y. J. Kim, Polymer (Korea), 37, 211 (2013).
N. Kawasaki, N. Yamano, S. Takeda, H. Ando, and A. Nakayama, J. Appl. Polym. Sci., 126, E425 (2012).
N. Kawasaki, A. Nakayama, N. Yamano, S. Takeda, Y. Kawata, N. Yamamoto, and S. Aiba, Polymer, 46, 9987 (2005).
K. Hashimoto, M. Sudo, T. Sugimura, and Y. Inagaki, J. Appl. Polym. Sci., 92, 3492 (2004).
R. Y. M. Huang and J. W. Rhim, J. Appl. Polym. Sci., 37, 55 (1989).
F. Chuchma, J. Roda, and J. Králček, Makromol. Chem., 184, 1781 (1983).
G. Schirawski, Macromol. Chem. Phys., 161, 69 (1972).
H. R. Kricheldorf and W. E. Hull, J. Polym. Sci. Pol. Chem., 16, 2253 (1978).
M. Omer, T. Kamal, H. H. Cho, D. K. Kim, and S. Y. Park, Macromol. Res., 20, 810 (2012).
M. A. Bellinger, A. J. Waddon, E. D. T. Atkins, and W. J. MacKnight, Macromolecules, 27, 2130 (1994).
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kim, N.C., Kamal, T., Park, Sy. et al. Preparation, chemical, and thermal characterization of nylon 4/6 copolymers by anionic ring opening polymerization of 2-Pyrrolidone and ε-Caprolactam. Fibers Polym 15, 899–907 (2014). https://doi.org/10.1007/s12221-014-0899-z
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DOI: https://doi.org/10.1007/s12221-014-0899-z