4.6 Article

Self-assembly of azobenzene-based two-component gels

Journal

NEW JOURNAL OF CHEMISTRY
Volume 38, Issue 12, Pages 5747-5753

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4nj01131g

Keywords

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Funding

  1. National Natural Science Foundation of China [21103067]
  2. Youth Science Foundation of Jilin Province [20130522134JH]
  3. State Laboratory of Theoretical and Computational Chemistry [K2013-02]
  4. Fundamental Research Funds for the Central Universities

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An azobenzene derivative was found to form a two-component gelator with lauroyl or stearoyl phenylalanine although phenylalanine units failed to gel the solvent. During gelation, the yellow sots turned into red gels, implying a sharp color change in the system. In gel, molecules self-assembled into one-dimensional nanofibers. Circular dichroism spectral results indicated that the chirality of phenylalanine was passed on to the azobenzene moiety, which formed a right-handed helical stacking in the gel phase. UV-vis experiments and NMR spectra revealed that the azobenzene derivative and lauroyl phenylalanine formed a complex with a ratio of 1:4. The critical gelation concentrations and gel-to-sol phase transition temperatures were dependent on the ratio of the two compounds. Moreover, the response of two-component gels to mechanical stimulus could result in a gel-to-sol transition. The gels can again self-heal after resting, which is a process that can be reversed numerous times.

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