A. Vlahovici et al., SOLVENT AND TEMPERATURE INFLUENCE ON THE FLUORESCENCE-SPECTRUM OF 6-AMINO-5-METHYL-2,3-DIPHENYLBENZO[B]FURAN, Journal of luminescence, 62(5), 1994, pp. 227-236
6-amino-5-methyl-2,3-diphenylbenzo[b]furan (ABF) exhibits a strong flu
orescence in the near UV and visible regions. The effects of temperatu
re and solvent on the fluorescence spectrum have been the object of ca
reful study. Both solvent polarity (18 solvents have been used) and te
mperature variations (from 77 to 473 K) should have an effect on the c
onformations of the excited state of ABF by deformation of the polycyc
lic molecular frame. Eleven of these conformations have been highlight
ed whose fluorescence maxima differ over a range of about 500 cm(-1) (
1.4 kcal/mol), a value of the same order as the energy of deformation
of a benzenic or a Furanic ring, as shown by IR spectra. Very importan
t solvatochromic effects have been observed at room temperature, almos
t 3500 cm(-1) in highly polar solvents compared to nonpolar ones. Simi
larly, thermochromic effects are also large (1000 cm(-1) for solutions
in nonpolar solvents as compared to 2500 cm(-1) for the ones in polar
solvents) so, the data obtained so far must be only slightly affected
by the current experimental errors.