Cylindrical and Amphiphilic β-Cyclodextrin Derivatives

Three amphiphilic heptakis (6-alkylamino-6-deoxy) -β-cyclodextrins, (2a) (alkyl=C4H9), (2b) (alkyl=C8H17) and (2c) (alkyl=C12H25) were synthesized. (2b) and (2c) due to their long alkyl chains were readily soluble in chloroform. (2c) was soluble even in benzene. These amines became soluble in water when protonated, and (2b), (2c) showed surface activities with definite cmc values.These amines were also observed to form strong complexes with methyl orange in aqueous buffer solution (pH5.60).