Abstract
In this paper we describe the solution functionalization reaction of six phenoxysubstituted poly(organophosphazenes) with maleic anhydride and the effect of the phosphazene substituents on the overall grafting yield of anhydride moieties. It was found that the phosphazene polymer substituted with 4-ethylphenoxy groups is the most reactive of the whole series of exploited materials, while that bearing 4-t-butylphenoxy groups is the most inert one. This experimental reactivity trend observed in the grafting process is accounted for on the basis of both thermodynamic and steric factors.
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J. J. Beres, N. S. Schneider, C. R. Desper, and R. F. Singler.Macromolecules 12, 566 (1979).
K. M. Abraham, M. Alagmir, and R. K. Reynolds,J. Electrochem. Soc. 136, 3576 (1989).
H. R. Allcock and K. B. Visscher,Chem. Mater. 4, 1182 (1992).
C. J. T. Landry, W. T. Ferrar, D. M. Teegarten, and B. K. Coltrain,Macromolecules 26, 35 (1993).
C. J. T. Landry, W. T. Ferrar, and D. M. Teegarden, Eur. Pat. Appl. EP 485.033 (1992). C. A. 117, 192999m (1992), assigned to Eastman Kodak.
Y. W. Chen-Yang and T. T. Wu,ACS Polym. Prep. 34(1), 272 (1993).
Y. W. Chen-Yang, H. F. Lee, and T. T. Wu, inInorganic and Organometallic Polymers II. Adraneed Matertals and Intermediates. P. Wisian-Neilson, H. R. Allcock, and K. J. Wynne, eds. (ACS Symposium Series, Washington, DC, 1994). Vol. 572, p. 295.
M. Xanthos,Polym. Eng. Sci. 28, 1392 (1988).
M. Gleria, F. Minto, P. Bortolus, G. Facchin, and R. Bertani, inInorganic and Organometallic Polymers H. Adranced Materials and Intermediates. P. Wisian-Neilson, H. R. Allcock, and K. J. Wynne, eds. (ACS Symposium Series. Washington, DC, 1994), Vol. 572, p. 279.
M. Gleria, F. Minto, M. Scoponi, F. Pradella, and V. Carassiti,Chem. Mater. 4, 1027 (1992).
M. Gleria, F. Minto, G. Fontana, R. Bertani, and G. Facchin,Macromolecules 28, 4399 (1995).
G. Fontana, F. Minto, M. Gleria, G. Facchin, R. Bertani, and G. Favero,Eur. Polym. J. 32, 1273 (1996).
G. Fontana. Thesis (University of Padova, Padova. 1994).
M. Gleria, A. Bolognesi, W. Porzio, M. Catellani, S. Destri, and G. Audisio,Macromolecules 20, 469 (1987).
E. J. Quinn and R. I. Dieck,J. Fire Flammabil. 7, 5 (1976).
F. Minto, M. Scoponi, M. Gleria, F. Pradella, and P. Bortolus,J. Inorg. Organomet. Polym. 2, 405 (1992).
F. Minto, M. Scoponi, M. Gleria, F. Pradella, and P. Bortolus,Eur. Polym. J. 30, 375 (1994).
R. C. Weast and S. M. Selby, eds.,Handbook of Chemistry and Physics (CRC Press. Cleveland, OH, 1967).
L. J. Andrews and R. M. Keefer,J. Am. Chem. Soc. 75, 3776 (1953).
R. Wyeisk, P. N. Pintauro, W. Wang, and S. O'Connor,J. Appl. Polym. Sci. 59, 1607 (1996).
G. Ruggeri, M. Aglietto, A. Petragnani, and F. Ciardelli,Eur. Polym. J. 19, 863 (1983).
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Minto, F., Fontana, G., Bertani, R. et al. Functionalization of Poly(organophosphazenes). VI. Substituent effect on the grafting reaction of maleic anhydride onto phenoxy-substituted phosphazene polymers. J Inorg Organomet Polym 6, 367–383 (1996). https://doi.org/10.1007/BF01062515
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DOI: https://doi.org/10.1007/BF01062515