Phosphate esters of calix [4] resorcinarenes each bearing four alkyl side chains ([4] Ar5P-R
n) were evaluated as a solubilizing agent and usefulness for dyeing. [4] Ar5P-R
n was oriented toward the surface of water or benzene-water interface. [4] Ar5P-R
8 lessened surface tension and [4] Ar5P-R
16 reduced interfacial tension. [4] Ar5P-R
n showed high solubilization for organic compounds such as benzene, β-naphthol, and dye, particularly so at high concentrations near cmc. The solubilization capacity by [4] Ar5P-R
n decreased in greater size of the organic compounds, as well as alkyl chain length in [4] Ar5P-R
n had effect on solubilization capacity for the organic compounds. [4] Ar5P-R
16 was the most effective solubilizing agent,
i. e. 500-fold molar benzene was dissolved in [4] Ar5P-R
16 at a solubility limit of 1×10
-4 M. Dyes also dissolved in [4].Ar5P-R
n solution and acetate rayon could be dyed effectively using [4] Ar5P-R
8 to assist the dyeing. The solubilization for the organic compounds may possibly be due to the formation of finely dispersed colloidal particles or a microemulsion.
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