Summary
Totally N-substituted polyamides were synthesized starting from poly(2,4,4-trimethylhexamethylene terephthalamide) by metalation of the amide groups and subsequent reaction with several electrophiles. Polyamides of this structure are not available from terephthalic acid and the corresponding diamines by polycondensation. This N-alkylation reaction can be used for the synthesis of comb-like graft copolymers. The solubilitity and the thermal properties of these polyamide derivatives are described.
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JEFFRIES,R. and HAWORTH,S.: Polymer7,563(1966) HEBEISH,A. et al.: J. Appl.Polym.Sci.: 21,1965(1977)
MUCHIN,B.A.: Faserforschg.Textiltechn. 26,421(1975)
CLAIRNS,L. et al.: J.Amer.Chem.Soc. 71,651(1949) HOPFF,H.: Angew.Chem. 66,567(1954)
SCHUTTENBERG,H. and SCHULZ,R.C.: Angew.Makromol.Chem. 18,175(1971) SATO,T. and SCHULZ, R.C.: Makromol.Chem.180,299 (1979) GÜNSTER,E. and SCHULZ,R.C.: Makromol.Chem. 179, 2583 (1978); 180,1891(1979) TESCH,H. and SCHULZ,R.C.: Makromol.Chem. in press
BAMFORD,C.H. et al.: J.Polym.Sci., Part C 23,419 (1968) PHUNG,K.V. and SCHULZ,R.C.: Makromol.Chem. 180,1825 (1979)
KASHANI,H.A. et al.: J.Polym.Sci., Polym.Lett.Ed. 15,363, 565 (1977) KASHANI,H.A. et al.: J.Polym.Sci., Polym.Chem.Ed. 16,533(1978)
SCHOENIGER,W.: Microchimica Acta 1955,123
SHASHOUA,V.E. and EARECKSON,W.M.: J.Polym.Sci. 40, 343(1959) GREENWOOD,T.D. et al.: J.Polym.Sci., Polym.Chem.Ed. 18,1047(1980) HOUBEN-WEYL: Methoden der organischen Chemie 14/2, 147, Georg Thieme Verlag, Stuttgart 1963
VOLLMERT,B.: Grundriß der makromolekularen Chemie IV,195, E.Vollmert-Verlag, Karlsruhe 1979
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Dedicated to Prof. Dr. Dragutin Fleš on the occasion of his 60th birthday
We are grateful to the Deutsche Forschungsgemeinschaft for financial support and thank BASF AG and DYNAMIT NOBEL AG for the supply of polyamide samples.
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Espenschied, B., Schulz, R.C. Metalation and N-alkylation of some polyamides. Polymer Bulletin 5, 489–495 (1981). https://doi.org/10.1007/BF00254355
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DOI: https://doi.org/10.1007/BF00254355