Abstract

The lyotropic behavior of an amphiphilic macrocrown ether (MC-12) with an average ring size of 42 atoms attached to a hydrophobic 12-carbon tail was studied in 70 wt % toluene in the presence of small amounts of water by a combination of polarized optical microscopy, 1H-NMR, X-ray diffraction, and 13C-NMR relaxation studies and by comparison to the lyotropic behavior of the corresponding solutions of Igepal-CO-720 [oligo(oxyethylene) nonylphenyl ether]. Igepal-CO-720 is a classic linear surfactant with a distribution of oligo(oxyethylene) lengths. MC-12 is a macrocyclic surfactant with a distribution of ring sizes. Since it was synthesized from poly(ethylene glycol) 600, 3,4-(42-crown-14)benzyl dodecyl ether is the predominant structure. Similar to Igepal-CO-720, MC-12 in 70 wt % toluene organizes into a lyotropic lamellar (Lα) mesophase, in which the macrocrown ethers are relatively flexible, when [H2O]:[EO] ≤ 2.2. When [H2O]:[EO] > 2.7, the solutions macroscopically phase separate into an isotropic tolu...

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