Self-Organization of Hydrogen-Bonded Optically Active Phthalocyanine Dimers

• DOI: 10.1021/la0341512
• Publication Date: 2003-05-20T07:08:11Z
• Authors: Mutsumi Kimura; Takahisa Kuroda; Kazuchika Ohta; Kenji Hanabusa; Hirofusa Shirai; Nagao Kobayashi
• Keywords: 01 natural sciences; 0104 chemical sciences

Zinc(II) phthalocyanines 4 and 5 decorated with six optically active alkyl chains one chial diol were synthesized from two phthalonitriles using mixed tetramerization reactions. The self-organizing properties of these complexes related compounds 3, 6, 7 in CHCl3 solution thin film studies by UV−vis, Fourier transform infrared (FT-IR), circular dichroism (CD), vapor pressure osmometeric, powder X-ray diffraction (XRD) measurements. Zinc having a chiral formed an dimer through the formation intermolecular hydrogen bond between groups. Differential scanning calorimetry, temperature-controlled FT-IR, XRD, CD measurements for films indicated that organized into different structures, depending on temperature. At room temperature, polymeric among groups allowed construction lamellar sheet. However, cleavage hydrogen-bond network above 130 °C caused structure to change hexagonal columnar phase, which zinc phthalocyanine molecules are arranged left-handed helix.