Vb. Nazarov et al., EFFECT OF COMPLEXATION ON SPECTRAL AND KINETIC-PROPERTIES OF CROWN-SUBSTITUTED PHOTOCHROMIC SPIRONAPHTHOXAZINES, Russian chemical bulletin, 45(9), 1996, pp. 2105-2108
The insertion of benzo-15-crown-5 or benzo-18-crown-6 as a substituent
at the 9'-position of a spironaphthoxazine molecule increases the lif
etime of the open form of spironaphthoxazine by a factor of ca. 2. The
complex formation between the crown groups and Mg2+ or Ba2+ ions chan
ges the lifetime slightly. The addition of benzo-18-crown-6 at the 5'-
position leads to an increase in the lifetime of the open form by an o
rder of magnitude and the appearance of absorption with a maximum at 1
6420 cm(-1) under dark conditions, which testifies to the stabilizatio
n of the open form. The addition of Ba2+ ions to this compound results
in a further increase in the lifetime by ca. 35% due to complex forma
tion. The luminescence of the benzo-15-crown-5-substituted compound is
probably caused by both the complexation with Mg2+ and the photochemi
cal reaction induced by photoactive light and is accompanied by the ir
reversible loss of photochromism.