Strength enhancement of nanostructured organogels through inclusion of phthalocyanine-containing complementary organogelator structures and in situ cross-linking by click chemistry

Chemistry : a European Journal
David D DíazTomás Torres

Abstract

Stable photoactive organogels were successfully prepared by a two-step sequence involving: 1) formation of thermoreversible organogels by use of a combination of low-molecular-weight organogelators (LMOGs) and ZnII-phthalocyanine (ZnII-Pc) moieties containing complementary organogelator structures, and 2) strength enhancement of the gels by in situ cross-linking with the aid of CuI-catalysed azide-alkyne [3+2] cycloadditions (CuAACs). The optimum click reaction was carried out between a flexible C6 aliphatic diazide and a suitable dialkyne (molar ratio 1:1) added in a low proportion relative to the organogelator system [LMOG+ZnIIPc]. The dialkyne unit was incorporated into a molecule resembling the LMOGs structure in such a way that it could also participate in the self-assembly of [LMOG+ZnIIPc]. The significant compatibility of the multicomponent photoactive organogels towards this strengthening through CuAACs allowed their sol-to-gel transition temperatures (Tgel) to be enhanced by up to 15 degrees C. The Tgel values estimated by the "inverse flow method" were in good agreement with the values obtained by differential scanning calorimetry (DSC). Rheological measurements confirmed the viscoelastic, rigid, and brittle natures o...Continue Reading

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