SYNTHESIS OF CHROMOTROPIC COLORANTS
Final rept. 1965-1968
AMERICAN CYANAMID CO BOUND BROOK NJ
Pagination or Media Count:
The work described in this report, which represents the final phase of a study of photochromic colorants potentially useful for a chameleon type camouflage system, has been mainly concerned with the preparation and evaluation of new and modified photochromic systems. Of the photochromic compounds prepared, only the metal derivatives of 1,5-diselenocarbazonate, an analog of dithizone diphenylthiocarbazone, exhibit this phenomenon to a practical extent. Preliminary studies on the selenocarbazonates indicate that they may possess properties superior to those of the corresponding dithizonate compounds. A number of thermochromic compounds prepared during the second year of this study would not function in plastic media, making them impractical for use in a chromotropic camouflage system. The facile alkylation of o-nitrobenzyl cyanide at low temperatures, using dimethyl sulfoxide as the solvent and aqueous sodium hydroxide as the base, represents a new and mild procedure for carrying out this type of reaction. The resulting dimethyl compound, 2-methyl-2-o-nitrophenyl propionitrile, undergoes an interesting cyclization upon catalytic reduction to give 2-amino-3,3-dimethyl-3H-indoline 1-oxide in addition to the expected aminontrile.
- Organic Chemistry
- Polymer Chemistry