Alkyl‐π Liquids as Condensed‐State Singlet Oxygen Photosensitizers

Functional materials capable of generating singlet oxygen (<sup>1</sup>O<sub>2</sub>), a highly reactive but short-lived species used to destroy organic materials, including chemical pollutants and biological entities, typically incorporate a chromophore that acts as a photosensitizer into a tertiary scaffold. Current functional materials that produce <sup>1</sup>O<sub>2</sub> include metal-organic frameworks (MOFs), covalent-organic frameworks (COFs), polymeric nanoparticles, modified glasses, and supramolecular assemblies. Whilst multi-component functional materials have been widely reported, producing functional materials using a single small molecule in a condensed state has hardly been reported. Herein, we report the first use of functional molecular liquids (alkyl-π liquids), non-volatile single-component condensed-state fluidic materials, as photosensitizers for the generation of <sup>1</sup>O<sub>2</sub> at an alkyl-π liquid-water interface. We investigate the incorporation of various chromophores into alkyl-π liquids that are suitable for <sup>1</sup>O<sub>2</sub> production and analyze the molecular structure required to produce efficient alkyl-π liquid photosensitizers. The alkyl-π liquids were studied, impregnated into porous membranes, and as thin films on quartz and Si wafers, the limitations of <sup>1</sup>O<sub>2</sub> production were investigated. A system was successfully fabricated that can generate <sup>1</sup>O<sub>2</sub> within an alkyl-π liquid impregnated membrane and migrate across a membrane-water interface to destroy small organic molecules, demonstrating the potential of these systems for water decontamination.

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Publication Details

Journal
Chemistry - A European Journal
Published
2025-04-30
DOI
https://doi.org/10.1002/chem.202500739
Citations
1
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
Field-Weighted Citation Impact
0.52

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article

Alkyl‐π Liquids as Condensed‐State Singlet Oxygen Photosensitizers

Ravindra Kumar Gupta, Takashi Nakanishi, Daniel T. Payne
1 citations
Chemistry - A European Journal
Porphyrin and Phthalocyanine Chemistry
0.52
article

Alkyl‐π Liquids as Condensed‐State Singlet Oxygen Photosensitizers

Ravindra Kumar Gupta, Takashi Nakanishi, Daniel T. Payne
article en
1 citations

Abstract

Functional materials capable of generating singlet oxygen (<sup>1</sup>O<sub>2</sub>), a highly reactive but short-lived species used to destroy organic materials, including chemical pollutants and biological entities, typically incorporate a chromophore that acts as a photosensitizer into a tertiary scaffold. Current functional materials that produce <sup>1</sup>O<sub>2</sub> include metal-organic frameworks (MOFs), covalent-organic frameworks (COFs), polymeric nanoparticles, modified glasses, and supramolecular assemblies. Whilst multi-component functional materials have been widely reported, producing functional materials using a single small molecule in a condensed state has hardly been reported. Herein, we report the first use of functional molecular liquids (alkyl-π liquids), non-volatile single-component condensed-state fluidic materials, as photosensitizers for the generation of <sup>1</sup>O<sub>2</sub> at an alkyl-π liquid-water interface. We investigate the incorporation of various chromophores into alkyl-π liquids that are suitable for <sup>1</sup>O<sub>2</sub> production and analyze the molecular structure required to produce efficient alkyl-π liquid photosensitizers. The alkyl-π liquids were studied, impregnated into porous membranes, and as thin films on quartz and Si wafers, the limitations of <sup>1</sup>O<sub>2</sub> production were investigated. A system was successfully fabricated that can generate <sup>1</sup>O<sub>2</sub> within an alkyl-π liquid impregnated membrane and migrate across a membrane-water interface to destroy small organic molecules, demonstrating the potential of these systems for water decontamination.

Chemistry - A European JournalVol. 31(33)
The Open University (GB), National Institute for Materials Science (JP)
Ministry of Education, Culture, Sports, Science and Technology, Japan Society for the Promotion of Science, National Institute for Materials Science
Clean water and sanitation
Openalex Percentile: Top 39%
Porphyrin and Phthalocyanine Chemistry
0.52
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