Naphthoquinone colouring matters. Part 4. Amino-substituted 1,2-dimethylnaphth[2,3-d]imidazole-4,9-diones
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 702-707
- https://doi.org/10.1039/p19790000702
Abstract
Synthetic routes to new 5- and 8-amino-substituted 1,2-dimethylnaphth[2,3-d]imidazole-4,9-dione dyes are described. The products are more hyposochromic than their 1,4-naphthoquinone counterparts, but are more bathochromic than the related 9,10-anthraquinone dyes. The bathochromic effect is enhanced by protonation or methylation of the heterocyclic ring to give the imidazolium derivatives. The PPP–SCF–MO procedure is used to interpret the visible absorption spectra of the dyes.Keywords
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