Abstract
A family of poly(oxyalkylene)-segmented and urea-linkaged polymers were prepared from the reaction of isophorone diisocyanate (IPDI) or toluene-2,4-diisocyanate (TDI) and poly(oxyalkylene)diamines at 1:1 or 1:2 molar ratio. Their structures were characterized by using IR and GPC. The chemical structures with respect to oxyalkylene backbone, terminal −NH2, uriedo linkage, weight fraction, and crystallinity of the involved poly(oxyethylene) segments were correlated to the measurement of surface resistivity. The oligomeric polyureas prepared from poly(oxyethylene)diamine generally had a lower surface resistivity than the starting amine due to the lowering crystallinity. The incorporation of poly(oxyethylene) segments proportionally increased hydrophilicity and consequently lowered surface resistivity as low as 107.4 Ω sq−1 in comparison with 109.8−10.0 Ω sq−1 for the semi-crystalline starting amines. Amine termination in oligomers also contributed to the lowering of surface resistivities. The comparisons between polyurethanes and polyureas further revealed the importance of hydrogen bonding involving mechanism for the electron transfers.
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References
R. Gachter and H. Muller, in “Plastics Additives Handbook”, Hanser Publishers, Munich, 1984.
B. Lee, Electrostatic dissipating compositions, U. S. Patent 5 237 009 (Aug. 17, 1993).
L. V. Interrante, L. A. Casper, and A. B. Ellis, in “Materials Chemistry, An Emerging Discipline”, Advances in Chemistry Series 245, The American Chemical Society, Publishers LTD, Washington, D.C., 1995, p 107.
R. G. Linford, Ed., “Electrochemical Science and Technology of Polymers 1”, Elsevier Applied Science, London, 1987, p 67.
B. Scrosati, Ed., “Application of Electroactive Polymers”, Chapman and Hall, London, 1993, p 75.
H. G. Kiess, in “Conjugated Conducting Polymers”, Springer-Verlag, Berlin, 1992, p 7.
J. R. MacCallum and C. A. Vincent, Ed., “Polymer Electrolyte Reviews 1 and 2”, Elsevier Applied Science, London, 1987, p 173 and 1989, p 191.
T. Fukumoto, K. Yano, and M. Iwamoto, Polymer-ester amide and permanently antistatic resin composition, U. S. Patent 5 096 995 (Mar. 17, 1992).
K. Okazaki, A. Nakagawa, and K. Sugii, Composite filaments and fibers, U. S. Patent 3 558 419 (Jan. 26, 1971).
I. Piirma, in Surfactant Science Series, 34, “Polymeric Surfactant”, Marcel Dekker, Inc., New York, N.Y., 1992, p 17.
J. M. Harris, Ed., “Poly(Ethylene Glycol) Chemistry: Biotechnical and Biomedical Applications”, Plenum Publishing Corporation, New York, N.Y., 1992, p 5.
S. L. Cooper and A. V. Tobolsky, J. Appl. Polym. Sci., 10, 1937 (1966).
J. J. Lin and Y. C. Chen, Polym. Int., 48, 57 (1999).
M. Y. Yang and J. J. Lin, Ind. Eng. Chem. Res., 37, 4284 (1998).
J. J. Lin, F. P. Tseng, and F. C. Chang, Polym. Int., 49, 387 (2000).
P. H. Moss, Nickel-Copper-Chromia catalyst and the preparation thereof, U. S. Patent 3 152 998 (Oct. 13, 1964).
E. L. Yeakey, Process for preparing polyoxyalkylene polyamines, U. S. Patent 3 654 370 (Apr. 4, 1972).
C. P. Christenson, M. A. Harthcock, M. D. Meadows, H. L. Spell, W. L. Howard, M. W. Creswick, R. E. Guerra, and R. B. Turner, J. Polym. Sci., Part B: Polym. Phys., 24, 1401 (1986).
H. S. Lee and S. L. Hsu, Macromolecules, 22, 1100 (1989).
A. G. Strikovsky and V. V. Zharkov, Polymer, 34, 3397 (1993).
N. Luo, D. N. Wang, and S. K. Ying, Macromolecules, 30, 4405 (1997).
K. Hong and S. Park, Mater. Sci. Eng., A272, 418 (1999).
C. T. Zhao and M. N. de Pinho, Polymer, 40, 6089 (2000).
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Lin, JJ., Jan, JZ. & Tseng, FP. Preparation, Characterization, and Electrostatic Dissipating Properties of Poly(oxyalkylene)-Segmented Polyureas. Polym J 33, 248–254 (2001). https://doi.org/10.1295/polymj.33.248
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DOI: https://doi.org/10.1295/polymj.33.248
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