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Article Dans Une Revue Dyes and Pigments Année : 2023

Photochromism of 2H-naphtho[1,2-b]pyran-4-carboxylates

Photochromisme des 2H-naphtho[1,2-b]pyran-4-carboxylates

Résumé

New 2H-naphthopyrans substituted at C-4 by a carboxylate group were synthesized through the one-pot acid-catalyzed reaction of naphthols with ethyl 4,4-diaryl-4-hydroxybut-2-ynoate which was easily obtained from ethyl propiolate. These colorless compounds show photochromic properties under UV irradiation. The carboxylate group exerts a strong effect on the thermal fading speed of the colored species leading to a fast switch between the colored and colorless states, which, however, can be appropriately counterbalanced leading to a noticeable color change at room temperature. The mechanism of this reversible transformation was studied by NMR.

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Chimie
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Dates et versions

hal-04341771 , version 1 (26-01-2024)

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Vânia Graça, Jérôme Berthet, Stephanie Delbaere, Paulo Coelho. Photochromism of 2H-naphtho[1,2-b]pyran-4-carboxylates. Dyes and Pigments, 2023, 212, pp.111130. ⟨10.1016/j.dyepig.2023.111130⟩. ⟨hal-04341771⟩

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