Study of the characteristics of three high-energy intermediates generated in peroxyoxalate chemiluminescence (PO-CL) reactions

Lee, Jihoon; Rock, James C.; Park, Seung Bum; Schlautman, Mark A.; Carraway, Elizabeth R.

doi:10.1039/b109210c

Cited by 33 publications

(28 citation statements)

References 30 publications

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“…3, in the absence of the base, there is significant amount of CL emission. As reported in the literature [49,50], this might be caused by water contents, introduced with H 2 O 2 solution (30% in water), which can react with TCPO to produce TCP acting as a catalyst in solution.…”

Section: Effect Of Sodium Salicylate Concentration On Po-clmentioning

confidence: 92%

Peroxyoxalate-chemiluminescence of Tinopal CBS as a commercially important optical brightener: Mechanistic study and quantification

Shamsipur

Zargoosh

Chaichi

et al. 2010

Journal of Luminescence

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Section: Effect Of Sodium Salicylate Concentration On Po-clmentioning

confidence: 92%

Peroxyoxalate-chemiluminescence of Tinopal CBS as a commercially important optical brightener: Mechanistic study and quantification

Shamsipur

Zargoosh

Chaichi

et al. 2010

Journal of Luminescence

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“…Among the several peroxides proposed so far as the high-energy intermediates (HEIs) capable of generating the excited fluorophores during their decomposition, the four-membered cyclic peroxides, such as 4-aryloxy-4-hydroxy-1,2-dioxetane-3-one (DOT) and 1,2-dioxetne-3,4-dione (DOD), have been the most frequently proposed [3,4,6,7,9,10,14,19,21,22]. However, these intermediates have never been captured nor isolated.…”

Section: Introductionmentioning

confidence: 99%

The Hammett correlation between distyrylbenzene substituents and chemiluminescence efficiency providing various ρ-values for peroxyoxalate chemiluminescence of several oxalates

Maruyama

Narita

Motoyoshiya

2013

Journal of Photochemistry and Photobiology A: Chemistry

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Peroxyoxalate chemiluminescence (PO-CL) was investigated using eight oxalates with various phenol moieties and the distyrylbenzene (DSB) fluorophores with various substituents. The ρ-values in the Hammett correlation between the substituent constants (σ p + ) of the DSBs and the singlet chemiexcitation yields (Φ S ) for the PO-CL reactions varied from -0.50 to -1.01 depending on the oxalate structure, and the reactive oxalates tended to afford the higher absolute ρ-values but with a few exceptions. Based on the CIEEL mechanism, these experimental observations suggest that the aryloxy groups still remain in the 1,2-dioxetanones (DOTs), which are the postulated high-energy intermediates, and control the electronic properties of DOTs as electron-acceptors. The LUMO energies of the DOTs calculated by the ab initio method with a B3LYP/6-31g(d) basis set reveal that the lower the DOT-LUMO energies, the higher the absolute ρ-values were provided for the corresponding oxalates, as predicted by the frontier molecular orbital (FMO) theory. Thus, the chemical species interacting with the DSBs would be not unitary and will be DOTs.2

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“…The most frequently employed, imidazole and sodium salicylate, are reported in many papers (11)(12)(13).…”

Section: Effect Of Species and Concentration Of Catalyser On CL Signalsmentioning

confidence: 99%

Reaction mechanism of surfactant‐sensitized chemiluminescence of bis(2,4,6‐trichlorophyenyl) oxalate and hydrogen peroxide induced by gold nanoparticles

Liang

Lin

2008

Luminescence

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The chemiluminescence (CL) of bis(2,4,6-trichlorophyenyl) oxalate with hydrogen peroxide in the present of cationic surfactant and gold nanoparticles was studied. The CL emission was obviously enhanced in the presence of surfactant at a suitable concentration, with a synergetic catalysis effect exhibited. Different sizes of gold nanoparticles (15 and 50 nm) showed different effects on CL intensity. Mechanisms of the CL reaction and sensitization effect are discussed.

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Study of the characteristics of three high-energy intermediates generated in peroxyoxalate chemiluminescence (PO-CL) reactions

Cited by 33 publications

References 30 publications

Peroxyoxalate-chemiluminescence of Tinopal CBS as a commercially important optical brightener: Mechanistic study and quantification

Peroxyoxalate-chemiluminescence of Tinopal CBS as a commercially important optical brightener: Mechanistic study and quantification

The Hammett correlation between distyrylbenzene substituents and chemiluminescence efficiency providing various ρ-values for peroxyoxalate chemiluminescence of several oxalates

Reaction mechanism of surfactant‐sensitized chemiluminescence of bis(2,4,6‐trichlorophyenyl) oxalate and hydrogen peroxide induced by gold nanoparticles

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