scholarly journals Heavy Atom Free Singlet Oxygen Generation: Doubly Substituted Configurations Dominate S1 States of Bis-BODIPYs

2012 ◽  
Vol 77 (10) ◽  
pp. 4516-4527 ◽  
Author(s):  
Selin Duman ◽  
Yusuf Cakmak ◽  
Safacan Kolemen ◽  
Engin U. Akkaya ◽  
Yavuz Dede
Keyword(s):  
Singlet Oxygen ◽  
Heavy Atom ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation

Achieving high singlet-oxygen generation by applying the heavy-atom effect to thermally activated delayed fluorescent materials

2021 ◽  
Author(s):  
Ya-Fang Xiao ◽  
Jia-Xiong Chen ◽  
Wen-Cheng Chen ◽  
Xiuli Zheng ◽  
Chen Cao ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Heavy Atom ◽  
Synergetic Effect ◽  
Heavy Atom Effect ◽  
Oxygen Generation ◽  
Thermally Activated ◽  
Singlet Oxygen Generation ◽  
Fluorescent Materials ◽  
Atom Effect

Applying the heavy-atom effect to TADF photosensitizers achieves ultra-high 1O2 generation (ФΔ = 0.91) by the synergetic effect of small ΔEST and considerable SOC.

A “Multi‐Heavy‐Atom” Approach toward Biphotonic Photosensitizers with Improved Singlet‐Oxygen Generation Properties

2019 ◽  
Vol 25 (38) ◽  
pp. 9026-9034 ◽  
Author(s):  
Margaux Galland ◽  
Tangui Le Bahers ◽  
Akos Banyasz ◽  
Noëlle Lascoux ◽  
Alain Duperray ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Heavy Atom ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation

Modulation of singlet oxygen generation and amphiphilic properties of trihydroxylated monohalogenated porphyrins

2015 ◽  
Vol 19 (10) ◽  
pp. 1081-1087 ◽  
Author(s):  
Derya Topkaya ◽  
Philippe Arnoux ◽  
Fabienne Dumoulin
Keyword(s):  
Singlet Oxygen ◽  
Biomedical Applications ◽  
Heavy Atom ◽  
Cell Uptake ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Halogen Atoms ◽  
Porphyrin Core ◽  
Halogen Free ◽  
Atom Effect

Two of the properties important for photodynamic therapy applications are systematically investigated on a trihydroxylated monohalogenated porphyrin core. Singlet oxygen generation can be increased thanks to the heavy atom effect, frequently provided by the introduction of halogen atoms on the photosensitizer. We compare the effect of the presence of the four halogen atoms with the analogous halogen-free porphyrin. Cell uptake is crucial as well for successful photodynamic outcome and is directly related to the amphiphilicity of the molecule. The five derivatives bearing H, F, Cl, Br or I atoms are compared in this regard. The presence of iodine atom induces a sharp difference in singlet oxygen generation compared to all the other derivatives investigated, but increases its lipophilicity, still in the limits suitable for biomedical applications.

scholarly journals Fine-tuning the electronic structure of heavy-atom-free BODIPY photosensitizers for fluorescence imaging and mitochondria-targeted photodynamic therapy

2020 ◽  
Vol 11 (25) ◽  
pp. 6479-6484 ◽  
Author(s):  
Sujie Qi ◽  
Nahyun Kwon ◽  
Yubin Yim ◽  
Van-Nghia Nguyen ◽  
Juyoung Yoon
Keyword(s):  
Electronic Structure ◽  
Photodynamic Therapy ◽  
Singlet Oxygen ◽  
Fluorescence Imaging ◽  
Heavy Atom ◽  
Fine Tuning ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Targeted Photodynamic Therapy ◽  
Mitochondria Targeting

We designed and investigated novel mitochondria-targeting heavy-atom-free BODIPY photosensitizers (R-BODs) that possessed considerable singlet oxygen generation abilities and good fluorescence properties for imaging-guided photodynamic therapy (PDT).

scholarly journals Cover Feature: A “Multi‐Heavy‐Atom” Approach toward Biphotonic Photosensitizers with Improved Singlet‐Oxygen Generation Properties (Chem. Eur. J. 38/2019)

2019 ◽  
Vol 25 (38) ◽  
pp. 8914-8914
Author(s):  
Margaux Galland ◽  
Tangui Le Bahers ◽  
Akos Banyasz ◽  
Noëlle Lascoux ◽  
Alain Duperray ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Heavy Atom ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation

scholarly journals Quantitative Structure–property Relationship Modelling for the Prediction of Singlet Oxygen Generation by Heavy-Atom-Free BODIPY Photosensitizers

2021 ◽  
Author(s):  
Andrey A. Buglak ◽  
Asterios Charisiadis ◽  
Aimee Sheehan ◽  
Christopher J. Kingsbury ◽  
Mathias O.. Senge ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Quantum Chemical ◽  
Heavy Atom ◽  
Quantum Yields ◽  
Structure Property ◽  
Quantum Chemical Descriptors ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Structure Property Relationship ◽  
Chemical Descriptors

Heavy-atom-free sensitizers forming long-living triplet excited states via the spin-orbit charge transfer intersystem crossing (SOCT-ISC) process have recently attracted attention due to their potential to replace costly transition metal complexes in photonic applications. The efficiency of SOCT-ISC in BODIPY donor-acceptor dyads, so far the most thoroughly investigated class of such sensitizers, can be finely tuned by structural modification. However, predicting the triplet state yields and reactive oxygen species (ROS) generation quantum yields for such compounds in a particular solvent is still very challenging due to a lack of established quantitative structure-property relationship (QSPR) models. Herein, we analyzed the available data on singlet oxygen generation quantum yields (F?) for a dataset containing > 70 heavy-atom-free BODIPY in three different solvents (toluene, acetonitrile, and tetrahydrofuran). In order to build reliable QSPR model, we synthesized a series of new BODIPYs containing different electron donating aryl groups in the meso position, studied their optical and structural properties along with the solvent dependence of singlet oxygen generation, which confirmed the formation of triplet states via the SOCT-ISC mechanism. For the combined dataset of BODIPY structures, a total of more than 5000 quantum-chemical descriptors was calculated including quantum-chemical descriptors using Density Functional Theory (DFT), namely M06-2X functional. QSPR models predicting F? values were developed using multiple linear regression (MLR), which perform significantly better than other machine learning methods and show sufficient statistical parameters (R = 0.88 ? 0.91 and q2 = 0.62 ? 0.69) for all three solvents. A small root mean squared error of 8.2% was obtained for F? values predicted using MLR model in toluene. As a result, we proved that QSPR and machine learning techniques can be useful for predicting F? values in different media and virtual screening of new heavy-atom-free BODIPYs with improved photosensitizing ability.<br>

Sign in / Sign up

Export Citation Format

Share Document