Protocols for the in-silico screening of the perceived color of industrial dyes: Anthraquinones and indigos as study cases

Tirri, Bernardino; Turelli, Michele; Boissonnat, Guillaume; Ciofini, Ilaria; Adamo, Carlo

doi:10.1016/j.dyepig.2022.110826

Cited by 3 publications

(3 citation statements)

References 55 publications

(70 reference statements)

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“…It has been reported that palladium is capable of binding to thiol-containing amino acids, proteins, DNA and other macromolecules and thereby may seriously disturb numerous cellular processes [1,2]. Very recent reports on new sensors for palladium confirm the interest in its detection [7][8][9].…”

Section: Introductionmentioning

confidence: 97%

Dabcyl as a Naked Eye Colorimetric Chemosensor for Palladium Detection in Aqueous Medium

Martins,

Raposo,

Costa

2023

Molecules

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Industrial activity has raised significant concerns regarding the widespread pollution caused by metal ions, contaminating ecosystems and causing adverse effects on human health. Therefore, the development of sensors for selective and sensitive detection of these analytes is extremely important. In this regard, an azo dye, Dabcyl 2, was synthesised and investigated for sensing metal ions with environmental and industrial relevance. The cation binding character of 2 was evaluated by colour changes as seen by the naked eye, UV-Vis and 1H NMR titrations in aqueous mixtures of SDS (0.02 M, pH 6) solution with acetonitrile (99:1, v/v). Out of the several cations tested, chemosensor 2 had a selective response for Pd2+, Sn2+ and Fe3+, showing a remarkable colour change visible to the naked eye and large bathochromic shifts in the UV-Vis spectrum of 2. This compound was very sensitive for Pd2+, Sn2+ and Fe3+, with a detection limit as low as 5.4 × 10−8 M, 1.3 × 10−7 M and 5.2 × 10−8 M, respectively. Moreover, comparative studies revealed that chemosensor 2 had high selectivity towards Pd2+ even in the presence of other metal ions in SDS aqueous mixtures.

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Section: Introductionmentioning

confidence: 97%

Dabcyl as a Naked Eye Colorimetric Chemosensor for Palladium Detection in Aqueous Medium

Martins,

Raposo,

Costa

2023

Molecules

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“…The quest to unveil the molecular structure of Madder's coloring compounds led to the synthesis of alizarin in the late 19 th century, the primary coloring agent in Madder. With approximately 40 other coloring molecules from the anthraquinone family, Madder remains widely utilized in the industry today for its accessibility and versatile color palette [4,5].…”

Section: Introductionmentioning

confidence: 99%

“…Its recent application in the cultural heritage domain underscores its growing significance [31]. Tirri et al and Jacquemin et al have used DFT and TD-DFT to predict UV-Vis spectra attributes for a collection of chromophores including anthraquinones [5,[31][32][33][34][35][36][37][38]. The researchers tested various functional and basis sets, concluding that B3LYP and PBE0 are well-suited for predicting the electronic properties of the anthraquinone family, with an error less than 0.2 eV [22,39,[39][40][41].…”

Section: Introductionmentioning

confidence: 99%

Rapid and complete prediction of Madder natural dyes’ color and properties through computational method

TRAN,

BERRAUD-PACHE,

JABER

2024

Preprint

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Experimental chemists traditionally hold experimentation in high regard, but computational chemistry has the potential to revolutionize this perspective. Our work exemplifies this shift, employing computational methods such as Density Functional Theory (DFT), Time-Dependent Density Functional Theory (TD-DFT), and Quantum Mechanic/Molecular Mechanic (QM/MM) to delve into the realm of photodegradation of color. Focused on Madder dye, a natural and historical pigment renowned for its diverse color properties, we tackle challenges that traditional experimentation struggled to address. The historical difficulty in deciphering the spectroscopic properties of Madder's colorants due to extraction challenges, impurities, and high costs is overcome through computational spectroscopy techniques. By marrying computational insights with experimental data, we predict UV-Vis, color, and NMR spectra, considering factors like pH, solvent effects, and conformers. The study underscores the impact of solute-solvent interactions on reproducing experimental measurements, laying the foundation for a comprehensive database to understand color properties in cultural heritage. These initial findings pave the way for future exploration of complex systems like Madder lake. This transformative shift empowers researchers and scientists to conquer crucial challenges in comprehending the properties of ancient colors for cultural heritage preservation, advancing the development of durable bio-sourced colors, and discovering new color applications.

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Rapid and complete prediction of alizarin in solution by combining experimental data with computational methods

Tran,

Rigaud,

Jaber

et al. 2024

Dyes and Pigments

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Protocols for the in-silico screening of the perceived color of industrial dyes: Anthraquinones and indigos as study cases

Cited by 3 publications

References 55 publications

Dabcyl as a Naked Eye Colorimetric Chemosensor for Palladium Detection in Aqueous Medium

Dabcyl as a Naked Eye Colorimetric Chemosensor for Palladium Detection in Aqueous Medium

Rapid and complete prediction of Madder natural dyes’ color and properties through computational method

Rapid and complete prediction of alizarin in solution by combining experimental data with computational methods

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