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Rigid boomerang shaped triphenylamine functionalized bis-β-diketone-boron difluoride without alkyl chain and H-bonding unit exhibits good gelation ability in some mixed organic solvents directed by optimally balanced π–π interactions. [ABSTRACT FROM AUTHOR]

Abstract: Two-component organogelators based on a discotic H-bonding donor of 1,3,5-tris(4-amidobutanoic acid)phenyl benzene (2), and acceptors of 4-(4-alkoxybenzoyloxy)-4′-stilbazole derivatives were reported. These complexes showed good gelation ability for alcohols, which are known to be unfavorable for H-bonding formation. SEM study revealed that sheet-like network, nanotapes, and nanorods were gained from the self-assembling of the complexes with small difference of the carbon chain length. Based on XRD, IR, temperature-dependent 1H NMR, and UV–vis absorption investigations, the gel-phase materials were generated from 1D columnar-type packing of complexes facilitated by cooperative H-bonding, π-stacking, and van der Walls interactions. [Copyright &y& Elsevier]

Four fluorescent low molecular weight gelators based on benzoxazole or benzothiazole functionalized pyrimidine were designed and synthesized. The ability of the target was tested, and all compounds could form stable supramolecular gels in an alcohol/water mixture and its fluorescence increased during gel formation. Photophysical spectra during gel formation, SEM, XRD, FT-IR study suggested that the self-assembly was driven by hydrogen bonding, van der Waals forces and weak π-π interaction. Interestingly, the gel collapsed after being illuminated by 365 nm UV light and 1H NMR of the gel before and after illumination proved that the [2 + 2]-cycloaddition between the double bond of pyrimidine was responsible for the light response. Furthermore, the fluorescent of xerogel film could be quenched by volatile acids while the fluorescent of the solution was enhanced after acid was added. The different phenomena were discussed. The nano-fiber assembled via gel formation could be used as fluorescent imaging material of latent fingerprints. [Display omitted] • Design and synthesis of novel uracil derivatives containing benzoxazole and benzothiazole. • Benzoxazole-modified uracil derivatives exhibit good gelation abilities and driving force of gel formation was investigated. • The gel could respond to light and acid. The response mechanism was studied. • The nano-materials assembled via gel formation could be used as fluorescent imaging material of latent fingerprints. [ABSTRACT FROM AUTHOR]