Synthesis and Optical Characterization of a Zinc-phthalocyanine Derivative Exhibiting High Solubility in Nonpolar Solvents 


Vol. 53,  No. 6, pp. 379-384, Dec.  2016
10.12772/TSE.2016.53.379


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  Abstract

Phthalocyanine (Pc) exhibits excellent thermal, chemical, and physical stability, as well as outstanding absorption and emission properties, which are useful for its application in the fields of color filters, chemosensors, and photosensitizers. However, unsubstituted Pc is insoluble in common organic solvents due to its inherent intermolecular aggregation behavior, and thus needs to be finely dispersed in the presence of dispersants before use. In this article, we present a new Pc derivative, prepared by attaching long aliphatic groups at peripheral positions of Pc, which shows high solubility in most nonpolar solvents, leading to good optical properties. For its synthesis, dodecanyl-zinc Pc (dodecanyl-Zn-Pc) was prepared via direct tetramerization, starting with 4-dodecanyl phthalonitrile as the intermediate. Various characterization techniques were employed to estimate the structural and optical features of dodecanyl-Zn-Pc, including 1H nuclear magnetic resonance, matrix-assisted laser desorption/ionization, and ultraviolet-visual spectrophotometry and fluorimetry. In addition, the morphology of dodecanyl-Zn-Pc film was examined by polarized optical microscopy.

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pISSN : 1225 - 1089
eISSN : 2288 - 6419

한국연구재단 우수등재학술지 유지 (2022년)