Cr. Moylan et al., SYNTHESIS AND NONLINEAR-OPTICAL PROPERTIES OF DONOR-ACCEPTOR-SUBSTITUTED TRIARYL AZOLE DERIVATIVES, Chemistry of materials, 5(10), 1993, pp. 1499-1508
A variety of optically nonlinear chromophores containing a five-member
ed imidazole, oxazole, or thiazole ring have been prepared and charact
erized. These consist of 2,4,5-triphenyl-substituted azole heterocycli
c systems in which the 2-aryl ring bears an electron-withdrawing subst
ituent and the 4,5-aryl rings bear an electron-donating substituent. A
dditionally, some planar analogues, phenanthro[9,10-d]imidazoles, were
also prepared and evaluated. The utility of these chromophores will b
e dictated by their linear absorption wavelength and oscillator streng
th, microscopic optical nonlinearity, ground-state dipole moment, ther
mal stability, and solubility. The tradeoffs between these structure-d
ependent properties are discussed with regard to exploitation of these
chromophores as guest dyes in high-temperature thermoplastics.