Dimerization and trimerization of rhodamine 6G in aqueous solution. Effect on the fluorescence quantum yield

Chlorins provide many ideal features for use as red-region fluorophores but require molecular tailoring for solubilization in aqueous solution. A chlorin building-block bearing 18,18-dimethyl, 15-bromo and 10-[2,4,6-tris(propargyloxy)phenyl] substituents has been transformed via click chemistry with CH3(OCH2CH[Formula: see text]-N3 followed by Suzuki coupling with 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid, thereby installing a water-solubilization motif and a bioconjugatable handle, respectively. In toluene, [Formula: see text]-dimethylformamide (DMF) or water, the resulting facially encumbered free base chlorin exhibits characteristic chlorin absorption ([Formula: see text] [Formula: see text]412, 643 nm) and fluorescence ([Formula: see text] [Formula: see text]645 nm) spectra with only modest variation in fluorescence quantum yield ([Formula: see text] values (0.24, 0.25 and 0.19, respectively). The zinc chlorin derived therefrom exhibits similar spectral constancy ([Formula: see text] [Formula: see text]414 and 613 nm, [Formula: see text] [Formula: see text]616 nm) and [Formula: see text] 0.094, 0.10 and 0.086 in the three solvents. The results together indicate the viability of the molecular design and synthetic methodology to create red-region fluorophores for use in diverse applications.

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SOLVENT EFFECT ON ABSOLUTE FLUORESCENCE QUANTUM YIELD OF RHODAMINE 6G DETERMINED USING TRANSIENT THERMAL LENS TECHNIQUE

Modern Physics Letters B ◽

10.1142/s0217984999000725 ◽

1999 ◽

Vol 13 (16) ◽

pp. 563-576 ◽

Cited By ~ 39

Author(s):

C. V. BINDHU ◽

S. S. HARILAL ◽

V. P. N. NAMPOORI ◽

C. P. G. VALLABHAN

Keyword(s):

Quantum Yield ◽

Thermal Lens ◽

Fluorescence Quantum Yield ◽

Rhodamine 6G ◽

Excited State Absorption ◽

Fluorescence Yield ◽

Dual Beam ◽

Yield Values ◽

Transient Thermal ◽

Absolute Fluorescence

Dual beam thermal lens technique is successfully employed for the determination of absolute fluorescence quantum yield of rhodamine 6G laser dye in different solvents. A 532 nm radiation from a Q-switched Nd:YAG laser was used for the excitation purpose. The fluorescence quantum yield values are found to be strongly influenced by environmental effects. It has been observed that fluorescence yield is greater for rhodamine 6G in ethylene glycol system than in water or in methanol. Our results also indicate that parameters like concentration of the dye solution, aggregate formation and excited state absorption affect the absolute values of fluorescence yield significantly.

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A red fluorescent BODIPY probe for iridium (III) ion and its application in living cells

Royal Society Open Science ◽

10.1098/rsos.181090 ◽

2019 ◽

Vol 6 (1) ◽

pp. 181090 ◽

Cited By ~ 2

Author(s):

Xingyu Qu ◽

Yongjun Bian ◽

Jianqing Li ◽

Yufeng Pan ◽

Yang Bai

Keyword(s):

Aqueous Solution ◽

Quantum Yield ◽

Fluorescent Probe ◽

Fluorescence Quantum Yield ◽

High Selectivity ◽

Stokes Shift ◽

Living Cells ◽

Optical Performance ◽

High Fluorescence ◽

High Fluorescence Quantum Yield

A new red fluorescent probe 1 based on BODIPY skeleton has been successfully synthesized through introduction of 2-(thiophen-2-yl) quinoline moiety at meso - and 3-position, which exhibits excellent optical performance, including high fluorescence quantum yield, large pseudo Stokes' shift as well as high selectivity and sensitivity towards iridium (III) ion in aqueous solution and in living cells.

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Effect of Adsorption Characteristics of Rhodamine 6G Dye Solution in Fe3O4 Magnetic Nanoparticles on Fluorescence Quantum Yield

Journal of Spectroscopy ◽

10.1155/2019/2853989 ◽

2019 ◽

Vol 2019 ◽

pp. 1-5 ◽

Cited By ~ 1

Author(s):

Suwaphit Phoemphoonthanyakit ◽

Panpailin Seeharaj ◽

Pattareeya Damrongsak ◽

Kitsakorn Locharoenrat

Keyword(s):

Magnetic Nanoparticles ◽

Quantum Yield ◽

Fluorescence Quantum Yield ◽

Significant Contribution ◽

Adsorption Mechanism ◽

Dye Removal ◽

Rhodamine 6G ◽

Treatment Time ◽

Hazardous Pollutants ◽

Rhodamine 6G Dye

In this work, the use of Fe3O4 magnetic nanoparticles in the adsorption of rhodamine 6G solution was evaluated via absorbance and fluorescence spectroscopy using the UV-Vis spectrometer. The adsorption mechanism of rhodamine 6G on Fe3O4 was determined with respect to the adsorbent dosage (2.5–10 mg/L) and treatment time (0–150 min). The experimental data revealed that the fluorescence quantum yield of rhodamine 6G was inversely proportional to the percentage of dye removal. The highest efficiency of dye removal was obtained at 10 mg/L Fe3O4, and the adsorption capacity was about 150 mg/g, together with a reduced treatment time of 30 min, owing to active adsorption of Fe3O4. We believe that our study makes a significant contribution to the literature because Fe3O4 magnetic nanoparticles were found to be able to quench rhodamine 6G dye molecules, which will aid in eliminating toxic and hazardous pollutants from dye wastewater, which are otherwise detrimental to the environment and human health.

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Investigations of the Reversible Energy Transfer in Concentrated Dye Solutions

Zeitschrift für Naturforschung A ◽

10.1515/zna-1987-1216 ◽

1987 ◽

Vol 42 (12) ◽

pp. 1451-1455 ◽

Cited By ~ 2

Author(s):

C. Bojarski ◽

G. Żurkowska

Keyword(s):

Energy Transfer ◽

Theoretical Model ◽

Quantum Yield ◽

Rhodamine B ◽

Fluorescence Quantum Yield ◽

Rhodamine 6G ◽

Experimental Results ◽

High Concentration ◽

Concentration Region ◽

Dye Solutions

In the system rhodamine 6G (donor)/rhodamine B (acceptor) the reverse energy transfer considerably increases the donor fluorescence quantum yield, particularly in the high concentration region. These experimental results confirm a theoretical model with no adjustable parameters.

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Effect of silver nano particles on the fluorescence quantum yield of Rhodamine 6G determined using dual beam thermal lens method

Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy ◽

10.1016/s1386-1425(03)00340-8 ◽

2004 ◽

Vol 60 (5) ◽

pp. 1077-1083 ◽

Cited By ~ 45

Author(s):

A. Santhi ◽

M. Umadevi ◽

V. Ramakrishnan ◽

P. Radhakrishnan ◽

V.P.N. Nampoori

Keyword(s):

Quantum Yield ◽

Thermal Lens ◽

Fluorescence Quantum Yield ◽

Rhodamine 6G ◽

Nano Particles ◽

Dual Beam

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Fluorescence quantum yield of rhodamine 6G using pulsed photoacoustic technique

Pramana ◽

10.1007/bf02846435 ◽

1990 ◽

Vol 34 (6) ◽

pp. 585-590 ◽

Cited By ~ 8

Author(s):

P Sathy ◽

Reji Philip ◽

V P N Nampoori ◽

C P G Vallabhan

Keyword(s):

Quantum Yield ◽

Fluorescence Quantum Yield ◽

Rhodamine 6G ◽

Photoacoustic Technique

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Limitations Arising from Optical Saturation in Fluorescence and Thermal Lens Spectrometries Using Pulsed Laser Excitation: Application to the Determination of the Fluorescence Quantum Yield of Rhodamine 6G

Applied Spectroscopy ◽

10.1366/0003702963904511 ◽

1996 ◽

Vol 50 (12) ◽

pp. 1505-1511 ◽

Cited By ~ 40

Author(s):

J. Georges ◽

N. Arnaud ◽

L. Parise

Keyword(s):

Quantum Yield ◽

Thermal Lens ◽

Fluorescence Quantum Yield ◽

Rhodamine 6G ◽

Optical Absorption Coefficient ◽

Quantum Yields ◽

Wide Energy Range ◽

Relaxation Processes ◽

Fluorescence Quantum Yields ◽

Fluorescence Measurements

The high incident irradiances available with pulsed lasers can lead to a significant depletion of the ground-state population of the chromophore and to optical saturation effects. As a result, the optical absorption coefficient decreases as a function of the excitation energy and, because the amount of energy released by radiative and nonradiative relaxation processes depends on the amount of energy absorbed, nonlinear energy-dependent signals are obtained. Therefore, large errors can be introduced when fluorescence and photothermal data are used to determine fluorescence quantum yields. This work provides experimental results describing the effects of optical saturation on fluorescence and thermal lens measurements for rhodamine 6G in various media and over a wide energy range. It is shown that, when optical saturation is avoided, the photothermal method gives accurate absolute values of Φf ranging from 0.93 to 0.95, depending on the solvent. On the contrary, fluorescence measurements seem to be sensitive to additional experimental artifacts that are more difficult to characterize and to eliminate. Index Headings: Optical saturation; Thermal lens spectrometry; Fluorescence; Rhodamine 6G; Fluorescence quantum yield.

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