Imino‐BODIPY‐Based, Highly Sensitive, Fluorescent Dosimeter for Low‐Dose Gamma Radiation**

Choudhary, Manoj K.; Gorai, Sudip; Patro, Birija S.; Mula, Soumyaditya

doi:10.1002/cptc.202300245

Cited by 5 publications

(3 citation statements)

References 38 publications

(35 reference statements)

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“…Indeed, during the radiolysis of chloroform, a variety of radicals are formed that are potentially capable for interaction with the molecules of dissolved compounds [39][40][41]. At the same time, in relation to organic dyes, chloroform is known as a quite "active" solvent 2 , since, along with other radiolytic products, its irradiation leads to the generation of HCl, which can initiate a variety of their optical responses: e.g., aggregation-induced quenching of fluorescence [42] or its flare-up in a new region of spectrum [10,43], intensification of fluorescence due to protonation of dye molecules [18], etc. It is also known that organic dyes may fundamentally degrade in the presence of acids.…”

Section: Resultsmentioning

confidence: 99%

“…At the same time, in recent years, some works have appeared on previously unexplored classes of organic dyes. For example, Choudhary et al were the first to study the dosimetric capabilities of BODIPY derivatives [17,18], and we studied for the first time the optical response of Hoechst 33258, one of the most widely known representatives of the bisbenzimidazole family [9].…”

Section: Introductionmentioning

confidence: 99%

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Response of fluorescent boron difluoride β-diketonates to X-rays

Lifanovsky,

Yablontsev,

Belousov

et al. 2024

Preprint

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This paper reports the results of a detailed study of the optical response of boron difluoride curcuminoids to radiation exposure. Two lines of the dyes fundamentally different in structure (namely, symmetrical and asymmetrical) were tested. If the absorption responses of their solutions in chloroform to X-rays turns out to be quite close quantitatively (note that it has a very indicative visual manifestation – a gradual discoloration is observed in the dose range up to 300 Gy), the fluorescence ones differ notably: among other things, the former demonstrate much more sensitive reactions (the corresponding limit of detection values differ by up to 2.36-fold). Nevertheless, in both parameters, these dyes generally show good linearity of the response as in classical coordinates (up to ≈ 100–150 Gy), as in semi-logarithmic ones (up to 1000 Gy). Since the main reason for such behavior seems to be the radiation-induced decomposition of the dyes, its possible scheme and corresponding “weak links” in the structure of the molecules (in other words, radiosensitive elements) are proposed for each case. For example, these include N(CH3)2 fragments at the ends of dimethylaminostyryl groups. It is precisely their detachment that determines the observed optical response of asymmetrical dyes. Thus, the results obtained provide some insight into the possibilities of controlling the sensitivity of organic dyes to irradiation by changing their structure.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Response of fluorescent boron difluoride β-diketonates to X-rays

Lifanovsky,

Yablontsev,

Belousov

et al. 2024

Preprint

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“…Boron dipyrromethene (BODIPY) and its derivatives have emerged as essential building blocks for a myriad of applications in the fields of luminescence bioimaging, photodynamic therapy, sensing, photosensitizing, , and photovoltaics due to their considerable molar extinction coefficients, narrow emission, high fluorescence quantum yields, , low photodegradation, and appreciable penetration in cell membranes . There has been a growing interest in tuning emission and absorption bands into the near-infrared (NIR) region, the typical optical window for biological tissues, via the functionalization of BODIPYs .…”

Section: Introductionmentioning

confidence: 99%

Ultrafast Photoinduced Dynamics of Styryl-Substituted BODIPY Dyes and Their Aggregates

Ghosh,

Mula,

Biswas

et al. 2024

J. Phys. Chem. C

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We synthesized a series of boron dipyrromethene (BODIPY) dyes with varying p-methoxystyryl substituents to study their excited-state dynamics in both molecular and aggregated forms. Single-crystal X-ray diffraction revealed herringbone packing through π•••π stacking in the unsubstituted dye, which was disrupted upon styryl substitution. Unsubstituted BODIPY formed aqueous H-aggregates with considerable emission, whereas styryl-substituted variants exhibited unprecedented and unusual nonemissive, red-shifted H-aggregates. The HOMO−LUMO gap decreased with an increase in the number of styryl substituents, aligning with quantum chemical calculations. Femtosecond transient absorption spectroscopy and global analysis suggest slower solvation, vibrational cooling, and excited-state structural relaxation with increased substitution. The unsubstituted BODIPY Haggregates exhibited a distinct emissive state within the lower excitonic state manifold and ultrafast nonradiative relaxation from the dark state. On the other hand, styryl-substituted aggregates demonstrated vibration-assisted relaxation to the dark, singlet, lower excitonic state, which was long-lived. Our study highlights how structural modifications significantly influence the packing structure and photophysical properties of BODIPY dyes and aggregates, which are critical for biophotonics and optoelectronics applications.

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Unveiling the Ultrafast Excitation Energy Transfer in Tetraarylpyrrolo[3,2‐b]pyrrole‐BODIPY Dyads

Gorai,

Agrawal,

Ghosh

et al. 2024

Chemistry A European J

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We have synthesized two dyads (dyad 1 and 2) comprising of tetraarylpyrrolo[3,2‐b]pyrrole (TAPP) and BODIPY. In dyad 1, two BODIPYs are directly connected with TAPP moiety whereas in dyad 2, BODIPYs are connected through phenylethynyl linkers. TAPP is a blue energy donor which is easy to synthesize and functionalize as compared to other well‐known blue energy donors like pyrene, perylene etc. This is the first report of using TAPP as an energy donor in BODIPY based dyad molecules. Complete quenching of TAPP fluorescence in the dyads suggests fast energy transfer from TAPP to BODIPY unit (ETE ~ 99.9%). Ultrafast fluorescence and transient absorption spectroscopic studies of dyad 1 showed TAPP to BODIPY energy transfer in 125 fs (kET = 8.0 x 1012 s‐1) which is one of the fastest energy transfer events in BODIPY based dyad reported so far. Whereas, in dyad 2, energy transfer is almost four times slower (480 fs, kET = 2.1 x 1012 s‐1). These results were rationalized by theoretical Förster formulations. This study shows that suitably matched optical properties of TAPP and BODIPY dyes along with their easy syntheses will be the key to develop highly efficient energy transfer systems in future for multiple applications.

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Imino‐BODIPY‐Based, Highly Sensitive, Fluorescent Dosimeter for Low‐Dose Gamma Radiation**

Cited by 5 publications

References 38 publications

Response of fluorescent boron difluoride β-diketonates to X-rays

Response of fluorescent boron difluoride β-diketonates to X-rays

Ultrafast Photoinduced Dynamics of Styryl-Substituted BODIPY Dyes and Their Aggregates

Unveiling the Ultrafast Excitation Energy Transfer in Tetraarylpyrrolo[3,2‐b]pyrrole‐BODIPY Dyads

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