Multifunctional p-electron systems based on porphyrin and BODIPY (BD) chromophores are widely studied in synthetic chemistry and material science in virtue of their fascinating photophysical properties which are strictly dependent on the chemical functionalization of the molecular backbone. They are versatile tools for manifold applications such as artificial light harvesting systems, chemical sensors for the detection of contaminants in solution and the synthesis of hybrid materials. On these bases, here we report a variety of novel systems properly synthesized to achieve specific goals. In particular, opportunely functionalized BD have been exploited to build organic/inorganic hybrid materials. The proper choice of the substituents on the BD allowed to improve the efficiency of the Forster type energy transfer processes by interaction with CdSe Quantum Dots. Supramolecular architectures based on BD with moieties able to give complementary hydrogen bondings have been conveniently synthesized to investigate the role and the mechanism of long- lived quantum coherence phenomenon in electronic energy transfer (EET). To the best of our knowledge, no examples of supramolecular systems have been so far investigated to this aim. Despite many reports dealing with the use of porphyrin or BD systems, their subunits, i.e. dipyrrins, are only rarely used for photometric metal detection. Indeed, this class of molecules possesses useful photophysical properties and high affinity constants towards a variety of metal ions making them excellent candidates for achieving new fast, cheap and sensitive chemical sensors through their optical feedback. For all the investigated systems, a detailed spectroscopic characterization has been carried out using a combination of UV/Vis absorption, static and time- resolved fluorescence emission, and NMR techniques. Furthermore, pyrene derivatives with different functional substituent groups (i.e. ionic liquids and boronic groups) have been used for the design of supramolecular adducts with porphyrins and a 2D materials as phosphorene, respectively.
Chromophores for sensing and optoelectronic applications
Mariachiara Trapani;Massimiliano Cordaro;Andrea Romeo;
2019
Abstract
Multifunctional p-electron systems based on porphyrin and BODIPY (BD) chromophores are widely studied in synthetic chemistry and material science in virtue of their fascinating photophysical properties which are strictly dependent on the chemical functionalization of the molecular backbone. They are versatile tools for manifold applications such as artificial light harvesting systems, chemical sensors for the detection of contaminants in solution and the synthesis of hybrid materials. On these bases, here we report a variety of novel systems properly synthesized to achieve specific goals. In particular, opportunely functionalized BD have been exploited to build organic/inorganic hybrid materials. The proper choice of the substituents on the BD allowed to improve the efficiency of the Forster type energy transfer processes by interaction with CdSe Quantum Dots. Supramolecular architectures based on BD with moieties able to give complementary hydrogen bondings have been conveniently synthesized to investigate the role and the mechanism of long- lived quantum coherence phenomenon in electronic energy transfer (EET). To the best of our knowledge, no examples of supramolecular systems have been so far investigated to this aim. Despite many reports dealing with the use of porphyrin or BD systems, their subunits, i.e. dipyrrins, are only rarely used for photometric metal detection. Indeed, this class of molecules possesses useful photophysical properties and high affinity constants towards a variety of metal ions making them excellent candidates for achieving new fast, cheap and sensitive chemical sensors through their optical feedback. For all the investigated systems, a detailed spectroscopic characterization has been carried out using a combination of UV/Vis absorption, static and time- resolved fluorescence emission, and NMR techniques. Furthermore, pyrene derivatives with different functional substituent groups (i.e. ionic liquids and boronic groups) have been used for the design of supramolecular adducts with porphyrins and a 2D materials as phosphorene, respectively.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
