Journal
SOFT MATTER
Volume 12, Issue 1, Pages 141-148Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sm02111a
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Funding
- National Natural Science Foundation of China [21344002, 51402203]
- Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry
- Natural Science Foundation of Jiangsu Province [BK20151218, BK20140326]
- National Science Council of the Republic of China [NSC 102-2113-M-009-006-MY2]
- Aim for the Top University'' program of the National Chiao Tung University
- Ministry of Education, Taiwan, R.O.C.
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
- Key Lab of Health Chemistry and Molecular Diagnosis of Suzhou
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Here we report the generation of a novel gelator from a glycosylated amino acid derivative, which contained three structural units, an aromatic residue, a carbohydrate moiety and a tert-butyl group in a single molecule. These structural units can promote the supramolecular self-assembly of this gelator in both aprotic and protic solvents via coordinated pi-pi stacking, multiple hydrogen binding and van der Waals interactions. More importantly, due to their non-equilibrium natures, the organogels formed in DCM, chloroform and ethanol can undergo gel to crystal transition in storage, driven by unbalanced gelator-gelator and solvent-gelator interactions. In this process, the gelators were firstly trapped in a kinetically favorable gel state, and then transferred into a more thermodynamically stable crystal state upon ageing, with the generation of microcrystals in different morphologies.
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