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Joining High Coloration and Fast Color Fading with Photochromic Fused‐Naphthopyrans

Sousa, Céu M. ; Coelho, Paulo J.

European journal of organic chemistry, 2020-02, Vol.2020 (8), p.985-992 [Periódico revisado por pares]

Weinheim: Wiley Subscription Services, Inc

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  • Título:
    Joining High Coloration and Fast Color Fading with Photochromic Fused‐Naphthopyrans
  • Autor: Sousa, Céu M. ; Coelho, Paulo J.
  • Assuntos: Color fading ; Luminous intensity ; Naphthalene ; Naphthopyran ; Ophthalmic lenses ; Photochromism ; Ring‐opening ; Room temperature ; Thin films ; Ultraviolet radiation ; UV light
  • É parte de: European journal of organic chemistry, 2020-02, Vol.2020 (8), p.985-992
  • Descrição: An easy synthesis of photochromic naphthopyrans with a lactone ring linking the naphthalene core to the pyran double bond is described. UV irradiation (or exposure to sunlight) of these uncolored compounds provide a single photoisomer with an intense orange coloration that returns completely to the initial uncolored state much faster than common naphthopyrans used in commercial photochromic ophthalmic lenses. A polymeric uncolored material doped with one of these lactone‐fused naphthopyrans develops an intense orange coloration (ΔAbs = 0.73) when exposed to the UV light for 30 s, at room temperature, and returns to the uncolored state in just 1 min. The use of these photochromic compounds allows a faster adaptation of the material's coloration to the surrounding UV‐light intensity, without compromising the color intensity, an important feature to create high performance photochromic ophthalmic lenses. An easy synthesis of photochromic naphthopyrans with a fused lactone ring is described. UV irradiation of these uncolored compounds, in solution or dispersed in polymeric materials, provide a single photoisomer with an intense orange coloration that returns completely to the initial uncolored state in less than 2 min at room temperature.
  • Editor: Weinheim: Wiley Subscription Services, Inc
  • Idioma: Inglês
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