Synthesis and characterization of novel silane derivatives of phenothiazinium photosensitisers

H. Kirla; D.J. Henry

doi:10.1016/j.dyepig.2022.110087

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Synthesis and characterization of novel silane derivatives of phenothiazinium photosensitisers

Journal article

Peer reviewed

Synthesis and characterization of novel silane derivatives of phenothiazinium photosensitisers

H. Kirla and D.J. Henry

Dyes and Pigments, Vol.199, Art. 110087

2022

DOI: https://doi.org/10.1016/j.dyepig.2022.110087

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Abstract

Phenothiazine based dyes are widely explored dyes for their antibacterial and photosensitising applications. Despite their amazing optical and photosensitising (theranostic) properties, their usage in nanomedicine is very low compared to other organic dyes. This is due to the lack of reactive functional groups for encapsulating them into metal oxide nanoparticles. This work describes the synthesis of three different phenothiazinium alkoxysilane derivatives by oxidative amination of 10H-phenothiazine using amino alkoxysilanes. The new derivatives were characterized using NMR, FT-IR, DSC/TGA, and mass spectral studies. Optical and photosensitising properties (absorption spectrum, photostability, and singlet oxygen quantum yield) of the silane derivatives were investigated using UV–Visible spectroscopy. These compounds are suitable for conjugation with silica in the sol-gel synthesis of silica nanoparticles and silica surface coaters, which will reduce dye leakage and improve the dye efficacy in the treatment of cancer and light activated antimicrobial surfaces.

Details

Title: Synthesis and characterization of novel silane derivatives of phenothiazinium photosensitisers
Authors/Creators: H. Kirla (Author/Creator) - Murdoch University
D.J. Henry (Author/Creator) - Murdoch University
Publication Details: Dyes and Pigments, Vol.199, Art. 110087
Publisher: Elsevier BV
Identifiers: 991005545158107891
Copyright: © 2022 Elsevier Ltd.
Murdoch Affiliation: School of Mathematics, Statistics, Chemistry and Physics
Language: English
Resource Type: Journal article

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Citation topics: 2 Chemistry; 2.59 Pigments, Sensors & Probes; 2.59.735 Photodynamic Therapy
Web Of Science research areas: Chemistry, Applied; Engineering, Chemical; Materials Science, Textiles
ESI research areas: Chemistry