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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Novel Multicolor Schiff Base Polymers Prepared via Oxidative Polycondensation
1Faculty of Science and Arts, Department of Chemistry, Polymer Synthesis and Analysis Lab, Çanakkale Onsekiz Mart University, 17020, Çanakkale, Turkey, kayaismet@hotmail.com.
New diimine Schiff bases and polymers were synthesized and characterized. The polymer PDEAHP exhibited a 16% fluorescence quantum yield in DMF, indicating potential applications in optical materials.
Area of Science:
- Materials Science
- Polymer Chemistry
- Organic Synthesis
Background:
- Schiff bases and their polymers are versatile organic compounds with diverse applications.
- Oxidative polycondensation is a key method for synthesizing conjugated polymers.
- Understanding the photophysical and thermal properties is crucial for material development.
Purpose of the Study:
- To synthesize novel diimine Schiff bases and their corresponding polymers.
- To characterize the synthesized compounds using various spectroscopic and analytical techniques.
- To investigate the optical, electrochemical, and thermal properties of the synthesized materials.
Main Methods:
- Synthesis via oxidative polycondensation.
- Structural confirmation using Nuclear Magnetic Resonance ((1)H-NMR, (13)C-NMR), Fourier-Transform Infrared (FT-IR), and Ultraviolet-Visible (UV-vis) spectroscopy.
- Electrochemical analysis using cyclic voltammetry (CV).
- Photophysical characterization including fluorescence spectroscopy and quantum yield determination.
- Thermal analysis using Thermogravimetric Differential Analysis (TG-DTA) and Differential Scanning Calorimetry (DSC).
Main Results:
- Successful synthesis and structural elucidation of diimine Schiff bases and polymers.
- Determination of electrochemical and optical band gaps.
- Investigation of fluorescence properties in different solvents and concentrations.
- Calculation of a 16% fluorescence quantum yield for the polymer 5-(diethylamino)-2-(biphenylmethylene) hydrazonomethylphenol (PDEAHP) in N,N-Dimethylformamide (DMF).
- Analysis of thermal stability and transitions of the polymers.
Conclusions:
- The synthesized diimine Schiff bases and polymers possess interesting photophysical and electrochemical properties.
- PDEAHP demonstrates significant fluorescence, suggesting its potential for optoelectronic applications.
- The materials exhibit good thermal stability, as indicated by TG-DTA and DSC analyses.
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