1992
DOI: 10.1021/j100204a025
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Ultraviolet stabilizers of the 2-(hydroxyphenyl)benzotriazole class: influence of substituents on structure and spectra

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Cited by 61 publications
(47 citation statements)
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References 8 publications
(11 reference statements)
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“…In contrast, calculations on the methyl ether 2-(2Ј-methoxyphenyl)benzotriazole revealed that the relative energies of the three lowest energy conformers (as determined by ab initio calculations) were poorly reproduced. Therefore, we used a combination of solid-state x-ray diffraction data 4 and ab initio calculations (using Spartan 5 software) to determine higher quality molecular mechanical parameters for the system. The ab initio calculations were performed on the unsubstituted 2-(2Ј-methoxyphenyl)benzotriazole.…”
Section: Parametrizationmentioning
confidence: 99%
“…In contrast, calculations on the methyl ether 2-(2Ј-methoxyphenyl)benzotriazole revealed that the relative energies of the three lowest energy conformers (as determined by ab initio calculations) were poorly reproduced. Therefore, we used a combination of solid-state x-ray diffraction data 4 and ab initio calculations (using Spartan 5 software) to determine higher quality molecular mechanical parameters for the system. The ab initio calculations were performed on the unsubstituted 2-(2Ј-methoxyphenyl)benzotriazole.…”
Section: Parametrizationmentioning
confidence: 99%
“…Extensive studies on photochemical and photophysical properties of molecules showing excited state intramolecular proton transfer (ESIPT), such as o ‐hydroxybenzophenones [8–11], methylsalicylates [12–17], 2‐(2′‐hydroxyaryl)‐benzotriazoles [18–21] and 2‐(2′‐hydroxyaryl)‐1,3,5‐triazines [22, 30, 31] have been performed. It is accepted that the presence of strong intramolecular hydrogen bond (IMHB) in the compounds mentioned above ensures increased photostability.…”
Section: Introductionmentioning
confidence: 99%
“…From the literature,14 it is seen that the important step in the UV protection by a UVA is the excited‐state intramolecular proton transfer followed by radiationless deactivation processes. The structural element that is responsible for the electronic deactivation is the internal hydrogen bond.…”
Section: Resultsmentioning
confidence: 99%
“…The most important types that are commercially used are hydroxybenzophenones, hydroxyphenyl benotriazoles, cyanoacrylates, oxanilides, and more recently, commercialized hydroxylphenyl triazines. The UV absorption of these materials depends, besides on their type, on their chemical substitution 14…”
Section: Introductionmentioning
confidence: 99%