New polymer syntheses. Part 14. Synthesis and properties of new polyketoamine polymers containing cycloalkanone moieties in the main chain

A new interesting class of polyketoamine polymers based on diarylidenecycloalkanone were synthesized by suspension polycondensation. These polymers were synthesized via polymerization of 2,5-bis(4-chloroacetylbenzylidene)cyclopentanone and 2,6-bis(4-chloroacetylbenzylidene)cyclohexanone with different aliphatic and aromatic diamines including, p-phenylenediamine, m-phenylenediamine, o-phenylenediamine, 4,4'-diaminodiphenylmethane, 4,4'-diaminodiphenylether, 4,4'-diaminodiphenylsulfone, hydrazine hydrate, 1,2-diaminoethane, 1,3-diaminopropane and 1,8-diaminooctane. Model compounds were prepared by condensation of 2,5-bis(4-chloroacetylbenzylidene)cyclopentanone and/or 2,6-bis(4-chloroacetylbenzylidene) cyclohexanone with aniline in dry benzene, and their structure was confirmed by elemental analysis and spectroscopy. The structure of the polymers obtained was also confirmed by the same methods. Moreover, the identification of the polymers was carried out by other techniques, eg crystallinity from X-ray spectroscopy, viscosimetry, thermogravimetric analysis; the morphological properties of selected examples were tested by scanning electron microscopy. The electrical conductivity of selected examples is about 10(-12) ohm cm(-1). The results are in accord with the structure. (C) 2002 Society of Chemical Industry.