Synthesis, characterization and DFT study of Ti(IV) phthalocyanines with quinoline groups

Area of Science:

• Materials Science
• Organic Chemistry
• Computational Chemistry

Background:

• Phthalocyanines are versatile macrocyclic compounds with applications in various fields.
• Peripheral substitution allows for fine-tuning of phthalocyanine properties.
• Quinoline derivatives offer unique electronic and structural characteristics.

Purpose of the Study:

• To synthesize and characterize novel oxo-titanium phthalocyanines peripherally substituted with different quinoline moieties.
• To investigate the electronic, geometric, and reactivity properties of these compounds using experimental and computational methods.
• To explore the potential applications of these novel phthalocyanines in dye-sensitized solar cells and photodynamic therapy.

Main Methods:

• Synthesis of four novel oxo-titanium phthalocyanines.
• Structural characterization using UV-Vis, FTIR, 1H NMR, and MALDI-TOF mass spectrometry.
• Computational studies including Density Functional Theory (DFT) and Time-Dependent Density Functional Theory (TD-DFT) for electronic properties.
• Investigation of solvent effects on molecular and electronic properties.

Main Results:

• Successful synthesis and characterization of three new quinoline-substituted oxo-titanium phthalocyanines.
• DFT and TD-DFT calculations provided insights into electronic spectra, molecular, and electronic properties.
• Solvent and substituent effects significantly influence the reactivity and electronic structures.
• Calculated global and local reactivity indices and Molecular Electrostatic Potential surfaces.

Conclusions:

• The synthesized quinoline-substituted oxo-titanium phthalocyanines exhibit tunable electronic properties.
• These compounds show potential for use in dye-sensitized solar cells.
• The compounds are also promising candidates for photodynamic therapy applications.