Synthesis and characterization of the small molecule 3,3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(10-hexyl-10H-phenothiazine) to study its use as a Hole Transporting Material.
Since CHOSE@UNITO ('UNITOV, CHOSE-MATERIALS') is experienced with reactions on the phenothiazine scaffold, 3,3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(10-hexyl-10H-phenothiazine) will be synthesized starting from the already prepared 3,6-dibromo-9-hexyl-9H-carbazole. The molecule will be structurally characterized (NMR, GC, MS analyses) and its optoelectronic properties will be investigated (UV, fluorescence analysis) as well as its electrochemical properties (CV). Moreover, the resistance to moisture is going to be probed by contact angle measurements. These analyses will enable to understand if the synthesized small molecule can be used as dopant-free Hole Transporting Material in Perovskite Solar Cells.
Status: Ongoing
Date of proposal: 01/12/2021
Start date: 03/03/2022
End Date: 17/03/2022
Used Instruments: CHOSE S2S SJ PSK and mechanically stacked tandem line at UNITOV 1H-NMR for structural characterization UV and fluorescence spectrometry for optical characterization. Cyclic voltammetry for electrochemical analysis.
Experimental Technique: Synthesis of small molecule Hole Transporting Material (HTM). Structural, optical, and electrochemical characterizations.
Experiment Description: The synthesis and characterization of 3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(10-hexyl-10H-phenothiazine) as a new HTM. The study involved analyzing its structural, optical, and electrochemical properties for potential use in perovskite solar cells.
Type Samples: Small molecule HTM: 3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(10-hexyl-10H-phenothiazine).
Sample Description: Synthesized using a multi-step process starting from 4-bromo-2-iodoaniline, including acylation, Miyaura borylation, and coupling reactions.
Experiment Data Type: Structural characterization data (1H-NMR). Optical characterization data (UV and fluorescence). Electrochemical analysis data (cyclic voltammetry).
Characterization Technics: NMR spectroscopy for structural analysis. UV and fluorescence spectrometry for optical properties. Cyclic voltammetry for electrochemical properties.
Characterization Data Type: NMR spectra for molecular structure confirmation. UV absorbance and fluorescence emission data. Electrochemical data including HOMO and LUMO energy levels.
Analyzed Data: Synthesis route and purity of the HTM. Optical properties relevant for solar cell applications. Electrochemical properties, including HOMO-LUMO levels.
Main Targets Project: Synthesis of a new HTM for perovskite solar cells. Detailed characterization of the HTM to assess its suitability for solar cell applications.
Main Achievements Findings: Successful synthesis and purification of the HTM. Determination of structural, optical, and electrochemical properties. Confirmation of the HTM's suitability for use in perovskite solar cells, with the potential for future scale-up and efficiency testing.
Review 5
How would you describe your experience with the VIPERLAB opportunity? How did the experience/visit at UNITOV-CHOSE MATERIALS meet your expectations?
It was a great opportunity to synthesise the small molecule HTM thanks to the facilities present in the laboratories, allowing the complete characterization of the molecule.
Did you face any difficulties during your visit or application process?
No, everything was fine.
Does this VIPERLAB experience at UNITOV-CHOSE MATERIALS bring you closer to your research objectives? How?
Yes, I was able to synthesise and characterise a small molecule HTM which I am now implementing in perovskite Solar Cells.
What other VIPERLAB activities have you participated in, or would you like to participate in?
I seek to attend to conferences and workshop during the next years. Also, I had the opportunity to spend a period in CHOSE laboratories, and I would like to have the chance to access to other infrastructures.
Do you intend or already did publish/present your collected results in a paper or conference?
I haven’t published yet the studies performed thanks to the financial support of VIPERLAB, as the implementation of the molecule in perovskite solar cells is ongoing.