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

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–...

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Bibliographic Details
Published in:Dyes and pigments 2008, Vol.76 (1), p.24-34
Main Authors: Gabbutt, Christopher D., Heron, B. Mark, Instone, Alicia C., Kolla, Suresh B., Mahajan, Kunal, Coelho, Paulo J., Carvalho, Luis M.
Format: Article
Language:English
Subjects:
Aryloxybenzophenones
Linked naphthopyrans
Photochromism
S NAr
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Summary: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).
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2006.07.028