13–17 Sept 2021 Virtual Conference
Virtual
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Phenothiazine as a building block of novel D-A molecules with diverse application in optoelectronics, photovoltaics and bio-imaging - synthesis and characterization

14 Sept 2021, 12:10
20m
Room 2

Room 2

Oral Presentation A2. Synthesis and applications of functional materials A2_Synthesis and applications of functional materials

Speaker

Dr Slodek Aneta (University of Silesia)

Description

Phenothiazine (PTZ) as a heterocyclic compound contains electron-rich sulfur, and nitrogen atoms play a role of admirable electron-donating (D) moiety in donor-acceptor (D-A) systems. Phenothiazine and particularly its substituted derivatives can be applied in many versatile fields. The synthesis of new compounds based on the donor-acceptor (D-A) system has attracted significant interest and became an important target for scientists in recent years. The many ways to modify phenothiazine structure by adding a different type of substituents and/or elongation of π-conjugation with various linkers allow to get the dyes with desirable optoelectronic properties, significant photovoltaic performance, and be willingly applied in medicine and bio-imaging.

We present the synthesis and investigation of novel A-π-D-A and D-π-D-A systems based on phenothiazine framework with different electron-donating (D) and electron-withdrawing substituents (A). The phenothiazine derivatives were designed to study the relationship between the structure and their optoelectronic and thermal properties. The effect of π-conjugation enlargement by incorporating different heterocyclic substituents with various electron-donor affinity was systematically experimentally and theoretically examined. The novel compounds were obtained via multistep rection starting from phenothiazine and were fully characterized by spectroscopic methods (1H NMR, 13C NMR, HRMS).

The photophysical properties of phenothiazine derivatives were thoroughly investigated and confronted with DFT and TD/DFT calculations. The novel phenothiazine derivatives were applied as organic electronics materials as photovoltaic cells exhibiting PCE up to 6.22%, and emissive layers in organic light-emitting diodes (OLEDs), and additionally in bio-imaging.
The presented compounds' photophysical properties imply that they are very promising D-A materials for various applications.

This study is supported by the National Science Centre of Poland Grant No. 2016/23/B/ST8/02045 and PW-2004-105.

Speaker Country Poland

Author

Dr Slodek Aneta (University of Silesia)

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