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An unsymmetrical zinc phthalocyanine with ferrocenylcarborane linked to the phthalocyanine ring through a phenylethynyl spacer was designed for organic field-effect transistor (OFET). The unsymmetrical phthalocyanine derivatives were characterized using a wide range of spectroscopic and electrochemical methods. In particular, the ferrocenylcarborane structure was unambiguously revealed based on the single-crystal X-ray diffraction analysis. In-depth investigations of the electrochemical properties demonstrated that the ferrocenylcarborane insertion extended the electrochemical character of ferrocenylcarborane-substituted phthalocyanine (7). Moreover, in the anodic potential scans, the oxidative electropolymerization of etynylphthalocyanine (6) and 7 was recorded. To clarify the effect of the insertion of ferrocenylcarborane (2) on the field-effect mobility, solution-processed films of 2, 6, and 7 were used as an active layer to fabricate the bottom-gate top-contact OFET devices. An analysis of the output and transfer characteristics of the fabricated devices indicated that the phthalocyanine derivative functionalized with ferrocenylcarborane moiety has great potential in the production of high-mobility OFET.

Ion pair receptors have shown potential in controllable recognition of cations and anions simultaneously, which has made a vital contribution to various research fields. Herein, rationally designed ion pairs were integrated into a calix[4]pyrrole skeleton, resulting in the formation of an ion pair recognition based linear supramolecular polymer. The effect of simultaneous host− guest and cation−π interactions between carboxylate-functionalized calix[4]pyrrole and cetyltrimethylammonium was investigated by nuclear magnetic resonance spectroscopy, viscosity measurements, scanning electron microscopy, and differential scanning calorimetry. The resulting supramolecular polymer was found to show temperature-induced rapid and reversible sol−gel transition through van der Waals interactions of cetyl units.

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The structural modification of the phthalocyanine skeleton with a hexadeca substitution pattern is a promising approach for the fabrication of active layers for OFETs.

The synthesis, characterization and voltammetric and spectroelectrochemical properties of newly synthesized metal-free and metallo phthalocyanines (M = Co, Cu, Zn) containing four dialkylaminophenoxy or trialkylammoniumphenoxy substituents on peripheral positions have been presented in this work. The new compounds have been characterized by using elemental analysis, UV-Vis, FT-IR, 1 H NMR and MS spectroscopic data. Phthalocyanines with trialkylammoniumphenoxy substituents are soluble in aqueous solution over a wide pH range, and these compounds are present as aggregated species in solution as confirmed by the blue shift of Q-bands in their electronic spectra. The electrochemical behavior of the phthalocyanines was investigated by cyclic voltammetry and differential pulse voltammetry on a platinum-working electrode in DCM and DMSO. The voltammetric and spectroelectrochemical measurements of the complexes show that while cobalt phthalocyanine gives both ligand-and metal-based redox processes, metal-free, zinc and copper phthalocyanine complexes give only ligandbased processes in harmony with common phthalocyanine complexes.