Study on the optical properties of 4,4'-bis-(2-(substituted-styryl))biphenyl and 1,4-bis-(2-(substituted-styryl))benzene.
The maximum absorption wavelengths (lambda(a-max)), absorption coefficient (epsilon), maximum emission wavelengths (lambda(e-max)), fluorescent quantum yields (phi(f)), and second-order nonlinear polarizations (beta(xxx)) of seventeen 4,4'-bis-(2-(substituted-styryl))biphenyl and three 1,4-bis-(2-(substituted-styryl))benzene were measured. The results showed that some of this series of compounds possess high fluorescent quantum yields in DMF, such as, 2 (0.801), 3 (0.680), 5 (0.565), 15 (0.538) 16 (0.848), 18 (2.175), 19 (1.314) and 20 (1.060), as compared with quinine-sulfuric acid. They could be used as fluorescent whiteners and fluorescent colorants. Some of these compounds were of a high beta(xxx) values, such as in DMSO, 2 (29.00/10(-30) m(5)c(-1)), 3 (25.29/10(-30) m(5)c(-1)), 8 (21.79/10(-30) m(5)c(-1)) and 9 (24.08/10(-30) m(5)c(-1)). Electron-withdrawing substituent NO(2), which is attached to the two terminal phenyl rings could cause lambda(a-max) obviously to be shorter, but it made lambda(e-max) change longer. Electron-donating substituent at two end benzene rings, such as OCH(3), N((CH(3))(2)), even Cl, could make lambda(a-max) and lambda(e-max) longer, and the larger the electron-donating ability of the substituent, the longer the lambda(a-max) and lambda(e-max). This influence of 4-position substituent on lambda(a-max) or lambda(e-max) is obviously larger than that of 2-position substituent, and the action of substituent on 2-position is larger than that of substituent on 3-position. The values of lambda(a-max) and lambda(e-max) of biphenyl compounds 2 or 3 were respectively close to these values of corresponding benzene compounds 18 or 19.
Song
Hua-Can
HC
Department of Chemistry, Zhongshan University, Guangzhou 510275, China. songhuacan@hotmail.com
Li
Wei-Ming
WM
Liu
Guang-Rong
GR
Xu
Zun-Le
ZL
D001555:Benzene Derivatives / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet
D001555:Benzene Derivatives; D001713:Biphenyl Compounds