The Photochemistry of Dyes

Egerton, G. S.; Morgan, A. G.

doi:10.1111/j.1478-4408.1970.tb02938.x

Cited by 29 publications

(9 citation statements)

References 69 publications

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“…Thus, the probability of ICS to T 1 ( 3 ,*) is low but the fluorescence from S 1 ( 1 ,*) takes place. This again proves the assumption that formation of [PRONa ϩ ON 3 Ϫ ] complex occurs via the triplet state [20,28].…”

Section: Model Of [Pronasupporting

confidence: 71%

“…Ϫ7.7776 176 ϭ Ϫ0.11 1 Ϫ 0.12 2 ϩ 0.13 3 ϩ 0.10 4 ϩ 0.13 5 Ϫ 0.13 6 Ϫ 0.13 7 ϩ 0.12 9 ϩ 0.14 10 ϩ 0.12 11 Ϫ 0.13 13 ϩ 0.13 14 Ϫ 0.12 16 Ϫ 0.14 17 Ϫ 0.12 18 ϩ 0.13 20 ϩ 0.16 27 Ϫ 0.16 28 Ϫ 0.16 29 ϩ 0.16 30 Ϫ7.7156 177 ϭ 0.15 1 ϩ 0.15 4 Ϫ 0.14 7 Ϫ 0.14 8 ϩ 0.14 10 Ϫ 0.14 12 Ϫ 0.14 13 Ϫ 0.14 14 Ϫ 0.14 15 ϩ 0.14 17 Ϫ 0.14 19 Ϫ 0.14 20 ϩ 0.17 22 ϩ 0.17 25 Ϫ 0.11 27 Ϫ 0.11 28 location in comparison with experimental data. These deviations are more significant in case of using 3-21G basis and less significant in case of extended 6 -31G(d) basis set.…”

Section: Mo Energy (Ev) Mo () Expressed Via Ao ()unclassified

“…As one can see from The observed wavelengths are given in parenthesis. 15 Ϫ 0.15 16 ϩ 0.15 18 Ϫ 0.11 19 Ϫ 0.13 20 ϩ 0.11 21 Ϫ 0.11 23 Ϫ 0.10 24 ϩ 0.10 26 Ϫ 0.13 27 Ϫ 0.13 28 PR were obtained from optimized structure of PR within T 1 state. Thus, long-wave maximum that appears in the absorption spectrum of ethanol solution of PR and NaN 3 under laser irradiation at 532 nm may be assigned to absorption band of PR anion.…”

Section: Model Of [Pronamentioning

confidence: 99%

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Calculated spectral properties of perylene orange, perylene red, and their complex with sodium azide

Aldongarov

Barashkov

Irgibaeva

2007

Int J of Quantum Chemistry

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Using the method of density functional theory in approximating B3LYPwith the basis set 6-31G(d) the computations of structures of the following dyes 2,2Ј-N-NЈ-di(1,3-diisopropylbenzene)-diimide 3,4,9,10-perylenetethracarbon acid (Perylene Orange-PO) and 1,6,7,12-tethraphenyl ether 2,2Ј-N,NЈ-di(1,3-diisopropylbenzene)-diimide 3,4,9,10-perylenetethracarbon acid (Perylene Red-PR) were performed. It was revealed that PO and PR have nonplanar structures. On the basis of the predicted geometrical structures and molecular orbitals of S 0 ground state their theoretical UV-vis spectra, which are in good agreement with experiment, were obtained by applying time-dependent DFT (TDDFT) method. In addition, the calculations of complex [PR . . . NaN 3 ] and its UV-vis spectrum, which was compared with the observed electron spectrum of PR ethanol solution in the presence of NaN 3 under the laser irradiation at 532 nm, were carried out. By using DFT method at B3LYP level the calculations of the assumed complex were made where the reaction coordinate was the distance between Na ϩ and carbonyl group O atom. It was suggested that [PR . . . NaN 3 ] complex formation involves transition of PR to the triplet state which brings about formation of PR anion. New peak at 793 nm in UV-vis spectrum of this solution under the laser irradiation at 532 nm is supposed to be a PR anion band.

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Section: Model Of [Pronasupporting

confidence: 71%

Section: Mo Energy (Ev) Mo () Expressed Via Ao ()unclassified

Section: Model Of [Pronamentioning

confidence: 99%

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Calculated spectral properties of perylene orange, perylene red, and their complex with sodium azide

Aldongarov

Barashkov

Irgibaeva

2007

Int J of Quantum Chemistry

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“…In contrast, a virtually unnoticeable fading is observed for the lighter shades, i.e. for a lower concentration of the Prussian blue pigment; the effect of the concentration of the pigments on the degree of fading is well known (Egerton & Morgan, 1970;Sanyova, 2001).…”

Section: Color Change In Painted Layers Of Eighteenth-century Prussiamentioning

confidence: 99%

Synthesis and fading of eighteenth-century Prussian blue pigments: a combined study by spectroscopic and diffractive techniques using laboratory and synchrotron radiation sources

Samain

Grandjean

Long

et al. 2013

J Synchrotron Radiat

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Prussian blue, a hydrated iron(III) hexacyanoferrate(II) complex, is a synthetic pigment discovered in Berlin in 1704. Because of both its highly intense color and its low cost, Prussian blue was widely used as a pigment in paintings until the 1970s. The early preparative methods were rapidly recognized as a contributory factor in the fading of the pigment, a fading already known by the mid-eighteenth century. Herein two typical eighteenth-century empirical recipes have been reproduced and the resulting pigment analyzed to better understand the reasons for this fading. X-ray absorption and Mössbauer spectroscopy indicated that the early syntheses lead to Prussian blue together with variable amounts of an undesirable iron(III) product. Pair distribution functional analysis confirmed the presence of nanocrystalline ferrihydrite, Fe10O14(OH)2, and also identified the presence of alumina hydrate, Al10O14(OH)2, with a particle size of ∼15 Å. Paint layers prepared from these pigments subjected to accelerated light exposure showed a tendency to turn green, a tendency that was often reported in eighteenth- and nineteenth-century books. The presence of particles of hydrous iron(III) oxides was also observed in a genuine eighteenth-century Prussian blue sample obtained from a polychrome sculpture.

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“…Despite their wide range of applications, triarylmethane dyes are extremely sensitive to light exposure. A series of studies have dealt with the identification of the photo‐degradation processes and the chemical modifications caused by light exposure, under different conditions . It has been noticed that the degradation of CV and MV strongly depends on light fluence …”

Section: Introductionmentioning

confidence: 99%

Tracking photo‐degradation of triarylmethane dyes with surface‐enhanced Raman spectroscopy

Cesaratto

Lombardi

Leona

2016

J Raman Spectroscopy

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The triarylmethane dyes, basic fuchsine, methyl violet, and crystal violet, were some of the first synthetic colorants to be produced after the revolutionary invention of mauve in 1856. While their attractive pink‐to‐violet hues made them immediately interesting to the textile industry and the arts, they are prone to fade when exposed to light. This work aims to investigate basic fuchsine, methyl violet, and crystal violet and their degradation products through surface‐enhanced Raman spectroscopy (SERS), exploiting the high sensitivity and minimal sample requirement of the technique. SERS is not able to discriminate between the two less methylated basic fuchsine homologues, rosaniline and pararosaniline, and between crystal and methyl violet, but it does distinguish rosaniline/pararosaniline from new fuchsine, the highest methylated basic fuchsine homologue, and those from crystal/methyl violet. Furthermore, we demonstrate that SERS is a valuable tool to study the photo‐induced N‐demethylation by tracking spectral changes in a series of artificially aged samples. The new findings have been applied to the analysis of a group of late 19th century woodblock Japanese prints. This approach shows a great potential in both forensic and conservation science fields, especially when the minimum sample availability and the low concentration of the colorants in the sample prevent the application of other better established techniques, such as high performance liquid chromatography with diode array, fluorescence, or mass spectrometric detections. Copyright © 2016 John Wiley & Sons, Ltd.

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The Photochemistry of Dyes

Cited by 29 publications

References 69 publications

Calculated spectral properties of perylene orange, perylene red, and their complex with sodium azide

Calculated spectral properties of perylene orange, perylene red, and their complex with sodium azide

Synthesis and fading of eighteenth-century Prussian blue pigments: a combined study by spectroscopic and diffractive techniques using laboratory and synchrotron radiation sources

Tracking photo‐degradation of triarylmethane dyes with surface‐enhanced Raman spectroscopy

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