Stacking Control by Molecular Symmetry of Sterically Protected Phthalocyanines
| Autor: | Yu Kitazawa, Ryota Kudo, Yoshiaki Chino, Masahiro Sonobe, Mutsumi Kimura |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Steric effects
Models Molecular Materials science Indoles Stacking Molecular Conformation Pharmaceutical Science Isoindoles Microscopy Atomic Force Article Analytical Chemistry crystal lcsh:QD241-441 chemistry.chemical_compound Structure-Activity Relationship Differential scanning calorimetry lcsh:Organic chemistry melting points X-Ray Diffraction Drug Discovery Molecular symmetry Lamellar structure Physical and Theoretical Chemistry Calorimetry Differential Scanning Molecular Structure Organic Chemistry molecular symmetry Crystallography phthalocyanine chemistry Chemistry (miscellaneous) stacking Phthalocyanine Melting point Molecular Medicine Absorption (chemistry) |
| Zdroj: | Molecules Volume 25 Issue 23 Molecules, Vol 25, Iss 5552, p 5552 (2020) |
| ISSN: | 1420-3049 |
| Popis: | The synthesis and characterization of two phthalocyanine (Pc) structural isomers, 1 and 2, in which four 2,6-di(hexyloxy)phenyl units were attached directly to the 1,8,15,22- or 1,4,15,18-positions of the Pc rings, are described. Both Pcs 1 and 2 exhibited low melting points, i.e., 120 and 130 ° C respectively, due to the reduction in intermolecular &pi &pi interaction among the Pc rings caused by the steric hindrance of 2,6-dihexyloxybenzene units. The thermal behaviors were investigated with temperature-controlled polarizing optical microscopy, differential scanning calorimetry, powder X-ray diffraction, and absorption spectral analyses. Pc 1, having C4h molecular symmetry, organized into a lamellar structure containing lateral assemblies of Pc rings. In contrast, the other Pc 2 revealed the formation of metastable crystalline phases, including disordered stacks of Pcs due to rapid cooling from a melted liquid. |
| Databáze: | OpenAIRE |
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