Efficient generation of singlet oxygen by perylene diimide photosensitizers covalently bound to conjugate polymers

Blacha–Grzechnik, Agata; Drewniak, Anna; Walczak, Krzysztof; Szindler, M.; Ledwon, Przemyslaw

doi:10.1016/j.jphotochem.2019.112161

Cited by 25 publications

(17 citation statements)

References 51 publications

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“…Singlet oxygen, which is molecular oxygen in its lowest excited electronic state, is a reactive oxygen species (ROS) that is photochemically formed by the action of an irradiation light on a photosensitizer in the presence of molecular oxygen. It is involved in the degradation of pollutants ( Latch et al, 2003 ; Liu & Sun, 2011 ; Kim et al, 2012 ; Xie et al, 2018 ; Blacha-Grzechnik et al, 2020 ) and inactivation of bacteria/virus ( Banks et al, 1985 ; Dahl et al, 1987 , Dahl et al, 1988 ; Lenard et al, 1993 ; Nitzan et al, 1995 ; Wainwright et al, 1998 ; Usacheva et al, 2001 ; Villen et al, 2006 ; Bartusik et al, 2012a ; Costa et al, 2012 ; Felgenträger et al, 2014 ; Kim et al, 2020 ). Photodynamic inactivation (PDI), which involves generating ROS such as 1 O 2 upon irradiation of a sensitizer, has been deployed to inactivate a wide range of bacteria and viruses.…”

Section: Introductionmentioning

confidence: 99%

A simple, inexpensive method for gas-phase singlet oxygen generation from sensitizer-impregnated filters: Potential application to bacteria/virus inactivation and pollutant degradation

Sunday

Sakugawa

2020

Science of The Total Environment

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Airborne infectious diseases such as the new Coronavirus 2019 (COVID-19) pose serious threat to human health. Indoor air pollution is a problem of global environmental concern as well. Singlet oxygen ( 1 O 2 ) is a reactive oxygen species that plays important role in bacteria/virus inactivation and pollutant degradation. In this study, we found that commercially available filters typically deployed in air purifier and air conditioning units, when impregnated with Rose Bengal (RB) as a 1 O 2 sensitizer, can be used for heterogeneous gas-phase generation of 1 O 2 . It was confirmed that irradiation of the RB filter under oxygen gas stream produced 1 O 2 , which was measured using furfuryl alcohol trapping method followed by HPLC analysis. It was also observed that the amount of 1 O 2 generated increases as the light intensity increased. Similarly, the sensitizer loading also positively influenced the 1 O 2 generation. The heterogeneous gas-phase generation of 1 O 2 can find potential applications in air purifier and air conditioning units for the purpose of bacteria/virus inactivation and/or pollutant degradation thereby improving indoor air quality.

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Section: Introductionmentioning

confidence: 99%

A simple, inexpensive method for gas-phase singlet oxygen generation from sensitizer-impregnated filters: Potential application to bacteria/virus inactivation and pollutant degradation

Sunday

Sakugawa

2020

Science of The Total Environment

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“…Perylene by itself exhibits a very high PLQY of 94% in cyclohexane (Taniguchi et al, 2018 ) and is thus a very poor PS. However, perylene derivatives have demonstrated ability to generate 1 O 2 with high quantum yield (Wu et al, 2010 ; Filatov et al, 2018 ; Blacha-Grzechnik et al, 2020 ). Figures 2B,D demonstrates phosphorescence of 1 O 2 generated via photoexcitation of dye-1 and dye-2 solutions in cyclohexane via both 405 and 317.5 nm laser excitation.…”

Section: Resultsmentioning

confidence: 99%

Enhancing Singlet Oxygen Generation in Conjugates of Silicon Nanocrystals and Organic Photosensitizers

et al. 2020

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Silicon nanocrystals (SiNCs) are regarded as a green and environmentally friendly material when compared with other semiconductor nanocrystals. Ultra-small SiNCs (with the size 4.6-5.2 nm) demonstrate strong UV absorption and photoluminescence in the near infrared (NIR) range with the high photoluminescence quantum yield (PLQY) up to 60%. In contrast to nanoporous silicon, ultra-small SiNCs do not possess an intrinsic ability to generate singlet oxygen (1 O 2). However, we demonstrate that SiNC-dye conjugates synthesized via microwave assistant hydrosilylation reaction produce 1 O 2 with moderate quantum yield () up to 27% in cyclohexane. These interesting results were obtained via measurements of singlet oxygen phosphorescence at 1,270 nm. SiNCs play an important role in the production of singlet oxygen as SiNCs harvest UV and blue radiation and transfer absorbed energy to a triplet state of the attached dyes. It increases the population of the triplet states and leads to the enhancement of the singlet oxygen generation. Simultaneously, the SiNC-dye conjugates demonstrate NIR luminescence with the PLQY up to 22%. Thus, the luminescence behavior and photosensitizing properties of the SiNC-dye conjugates can attract interest as a new multifunctional platform in the field of bio-applications.

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“…In the first case, the layers of conjugated polymers can be formed on the solid support by, e.g., drop-casting, spin-coating or electrochemical polymerization. The glass-supported thin layers of CPs with perylene diimide units obtained by spin-coating were applied in the synthesis of ascaridole from α-terpinene [ 137 ]. Moreover, the electrochemical polymerization was proposed as a straightforward process of deposition of the photoactive conjugated films containing phenothiazine and/or fullerene sensitizers [ 138 , 139 , 140 , 141 ].…”

Section: Conjugated Polymers As 1 O 2mentioning

confidence: 99%

New Approach in the Application of Conjugated Polymers: The Light-Activated Source of Versatile Singlet Oxygen Molecule

Blacha–Grzechnik

2021

Materials

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For many years, the research on conjugated polymers (CPs) has been mainly focused on their application in organic electronics. Recent works, however, show that due to the unique optical and photophysical properties of CPs, such as high absorption in UV–Vis or even near-infrared (NIR) region and efficient intra-/intermolecular energy transfer, which can be relatively easily optimized, CPs can be considered as an effective light-activated source of versatile and highly reactive singlet oxygen for medical or catalytic use. The aim of this short review is to present the novel possibilities that lie dormant in those exceptional polymers with the extended system of π-conjugated bonds.

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Efficient generation of singlet oxygen by perylene diimide photosensitizers covalently bound to conjugate polymers

Cited by 25 publications

References 51 publications

A simple, inexpensive method for gas-phase singlet oxygen generation from sensitizer-impregnated filters: Potential application to bacteria/virus inactivation and pollutant degradation

A simple, inexpensive method for gas-phase singlet oxygen generation from sensitizer-impregnated filters: Potential application to bacteria/virus inactivation and pollutant degradation

Enhancing Singlet Oxygen Generation in Conjugates of Silicon Nanocrystals and Organic Photosensitizers

New Approach in the Application of Conjugated Polymers: The Light-Activated Source of Versatile Singlet Oxygen Molecule

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