Synthesis and photochromic properties of symmetrical aryl ether linked bi- and tri-naphthopyrans

Gabbutt, Christopher D., Heron, B. Mark, Instone, Alicia C., Kolla, Suresh B., Mahajan, Kunal, Coelho, Paulo J. and Carvalho, Luis M. (2008) Synthesis and photochromic properties of symmetrical aryl ether linked bi- and tri-naphthopyrans. Dyes and Pigments, 76 (1). pp. 24-34. ISSN 0143-7208

Abstract

A range of aryl ether linked benzophenones (8) has been conveniently obtained by nucleophilic displacement of fluoride from 4-fluorobenzophenone with a dihydroxy-benzene or -naphthalene. The linked benzophenones were efficiently transformed in two steps to symmetrically linked naphthopyrans (10d–k). The photochromic response of these novel systems under steady state irradiation is characterised by a two stage fading process and their colourability is only marginally improved over the related monomeric analogues (10a–c).

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