Acidochromic spiropyran–merocyanine stabilisation in the solid state

Seiler, Vanessa Kristina;Callebaut, Kevin;Robeyns, Koen;Tumanov Nicolay;Leyssens, Tom;et.al.
(2018) CrystEngCom — (2018)

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Authors
  • Seiler, Vanessa KristinaUCLouvain
    Author
  • Callebaut, KevinUCLouvain
    Author
  • Robeyns, KoenUCLouvain
    Author
  • Tumanov NicolayUNamur
    Author
  • Leyssens, TomUCLouvain
    Author
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Abstract
In this work, we present an innovative approach to stabilise the open-ring merocyanine form of a spiropyran compound. In the solid state, the merocyanine form is rarely observed, highlighting the importance of this contribution. Our concept is based on a co-crystallisation approach of the open form with an inorganic acid. This way, we identified a reliable technique for stabilising the coloured merocyanine form, and in one specific case, we even obtained crystals with increased stability towards photodegradation. 15 novel crystal structures of spiropyran derivatives with several inorganic acids were determined by single crystal X-ray diffraction. Solvent evaporation of spiropyran compounds, ie 1, 3, 3-trimethylindolinobenzopyrylospiran (SPH), 1, 3, 3-trimethylindolino-β-naphthopyrylospiran (SPBenz), 1, 3, 3-trimethylindolino-8′-methoxybenzopyrylospiran (SPOMe) and 1, 3, 3 …
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Citations

Seiler, V. K., Callebaut, K., Robeyns, K., Tumanov Nicolay, Wouters, J., Champagne, B., & Leyssens, T. (2018). Acidochromic spiropyran–merocyanine stabilisation in the solid state. CrystEngCom. Published. https://hdl.handle.net/2078.5/53469 (Original work published 2018)