期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 27, 期 1, 页码 326-330出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202003403
关键词
amphiphiles; bis(urea); chirality; ribbons; self-assembly
资金
- Netherlands Organization for Scientific Research
- European Research Council (ERC) [227897, 802830]
- Royal Netherland Academy of Arts and Sciences (KNAW)
- Ministry of Education, Culture and Science [024.601.035]
This study demonstrates the synthesis and self-assembly of a chiral bis(urea) amphiphile, revealing that chirality plays a crucial role in controlling morphology. The molecular-scale chiral information is translated into mesoscopic twisted ribbons in water. The system exhibits thermo-responsive aggregation behavior, with a transition from ribbons to vesicles upon heating, and morphology can be easily controlled by varying the enantiomeric excess of the amphiphile.
We present the synthesis and self-assembly of a chiral bis(urea) amphiphile and show that chirality offers a remarkable level of control towards different morphologies. Upon self-assembly in water, the molecular-scale chiral information is translated to the mesoscopic level. Both enantiomers of the amphiphile self-assemble into chiral twisted ribbons with opposite handedness, as supported by Cryo-TEM and circular dichroism (CD) measurements. The system presents thermo-responsive aggregation behavior and combined transmittance measurements, temperature-dependent UV, CD, TEM, and micro-differential scanning calorimetry (DSC) show that a ribbon-to-vesicles transition occurs upon heating. Remarkably, chirality allows easy control of morphology as the self-assembly into distinct aggregates can be tuned by varying the enantiomeric excess of the amphiphile, giving access to flat sheets, helical ribbons, and twisted ribbons.
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