Polymers from Reissert compounds
Tóm tắt
A series of new polymers have been synthesized by condensation of the dianions of acyclic bis(Reissert compounds) (A-A dinucleophile) with dihaloalkanes (B-B dielectrophile). These thermoplastic polyamides (10) are soluble in a wide range of solvents including THF, CHCl3, DMF, NMP, etc. Intrinsic viscosities vary between 0.07 and 0.48dL/g. The Tg's vary from 72°C to 116°C, depending upon the spacer derived from the electrophile. These polymers are stable up to 225°C (in air) and exhibit a 10% weight loss (in air) above 300°C.
Tài liệu tham khảo
Part 6: H. W. Gibson and B. Guilani, submitted to Polymer.
Part 5: A. Pandya and H. W. Gibson, Amer. Chem. Soc. Polym. Preprints, 1990, 31(2), 667.
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F. D. Popp in Quinolines, Part II, G. Jones, ed., J. Wiley and Sons, New York, 1982, pp. 353–375; F. D. Popp, Adv. Heterocycl. Chem., 1979, 24, 187; F. D. Popp, Heterocycles, 1980, 24, 187; 1968, 9, 1; W. E. McEwen and R. L. Cobb, Chem. Rev., 1955, 55, 511; J. V. Cooney, J. Heterocyclic Chem., 1983, 20, 823.
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H. W. Gibson and B. Guilani Macromolecules, in press.
Polymer Handbook, 3rd ed., J. Wiley & Sons, New York, 1989.
For a good review see T. Saegusa, Angew. Chem. Intern. Ed. (English), 1977, 16, 826.
Other approaches under study are i) the formation of bis(aminonitriles) from dialdehydes and mono-amines, followed by acylation with acid chlorides and ii) formation of aminonitriles from aldehydes and amines, followed by acylation with diacid chlorides. In related work in our laboratories polymeric Reissert compounds are being synthesized from acyclic bis(aminonitriles) (Y. H. R. Jois and H. W. Gibson, Polym. Prepr. (Amer. Chem. Soc. Div. Poly. Chem.) 1990, 31 (1), 474; Y. H. R. Jois and H. W. Gibson, submitted to Polymer Commun.; H. W. Gibson and Y. H. R. Jois, U. S. Patent 4,929,713, 1990).