Then reacting compound 4 with hexamethylene diisocyanate or long aliphatic bis-aldehyde derivative 2 in "1+1" condensation mode, two novel calix[4]arene derivatives 5 and 6 with azo-macrocyclic cavity were obtained in yields of 85% and 80%, respectively. The liquid-liquid two phase extraction experiments showed that the extraction percentages of compounds 5 and 6 for orange I and methylene blue were more than 80%. The experiments of UV titration spectra suggested that they exhibited good complexation abilities for dyes with 1∶1 ratios for complexation and 10 4 magnitudes for the association constants.
[4]arene derivative 7 by reacting compound 6 with salicylyl hydrazine in yield of 75%. The experiments of UV titration spectra for four tested dyes (orange I, alizarin green, victorial blue and methylene blue) showed that compounds 4~7 possessed excellent complexation abilities with 1 1 ratios for complexation and 10 5 magnitudes for the association constants. The chain-opening structure, more amino groups and more aromatic groups were favorable for the improvement of complexation abilities.
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