4.6 Article

Effect of carboxylic acid on micelles of a neutral amphiphilic dendro-calix[4]arene

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 4, Pages 729-735

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob06358h

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Funding

  1. National Natural Science Foundation of China [20872040, 21072067]
  2. Fundamental Research Funds for the Central Universities [2010ZD007]
  3. Analytical and Testing Centre at Huazhong University of Science and Technology

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An amphiphilic calix[4]arene bearing branched 3,4,5-tris(2-(2-(2-methoxyethoxy)-ethoxy)ethoxy)benzamide groups at the upper rim was synthesized and could increase the solubility of naproxen and ibuprofen in water through hydrogen bonding and pi-pi stacking interactions. The interactions between amphiphilic calix[4]arene and carboxylic acids such as naproxen and ibuprofen could reverse the direction of the branched substituents and change the shape and size of calixarene micelles from solid to hollow or linear ones.

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