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Synthesis and characterization of cubane polyamides

✍ Scribed by Mahkam, Mehrdad; Sanjani, Nasser Sharifi

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 98 KB
Volume: 49
Category: Article
ISSN: 0959-8103
DOI: 10.1002/(sici)1097-0126(200003)49:3<260::aid-pi347>3.0.co;2-b

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✦ Synopsis

Cubylamines and cubylmethylamines are of interest as antiviral agents. Reliable syntheses of some polyamides with cubane as the backbone of a polymer chain are described. Two monomers of cubane, cubane-1,4-dicarboxylic acid (CDA) and 1,4-diaminocubane (DAC), are used. Polymerizations of DAC, 1,6-hexamethylene diamine and 1,4-diaminobenzene with cubane-1,4-dicarbonyl chloride, adipoyl chloride and terephthaloyl chloride to obtain polyamides are discussed.

The polymers were characterized by FTIR, 1 H NMR and 13 C NMR spectroscopies. Characterization of the prepared polyamides by TGA and DSC show a highly exothermic peak above 200 °C. Hydrolysis of polyamides containing DAC were carried out in dialysis bags containing an aqueous buffer solution (pH 8) at 37 °C. Detection of the hydrolysis product by UV spectroscopy showed that DAC was released by the hydrolysis of the amide bonds in the polymer chain.

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