The fluorescence of some biphenyl derivatives

Abstract
The variation with pH of the excitation and fluorescence wavelengths and fluorescence intensity of several hydroxy- and amino-biphenyls has been investigated with a view to using the data for the determination of hydroxybiphenyls in biological material. 2- and 3-Hydroxy-, 2,2[image]-dihydroxy-, and 2- 3- and 4-amino-biphenyl exhibited excited-state ionization. 4-Hydroxy- and 4,4[image]-dihydroxy-biphenyl did not, and showed normal fluorescence changes with pH. Biphenyl and 2- and 4-methoxybiphenyl showed no changes in fluorescence in the range pHO-14. 4,4[image]-Dihydroxyblphenyl showed fluorescent peaks corresponding to the un-ionized form, the monoanion and dianion at the appropriate pH values, but 2,2[image]-dihydroxybiphenyl showed fluorescent peaks corresponding to the un-ionized form and the monoanion only, suggesting that it did not form a dianion. 3- and 4-Nitrobiphenyl were non-fluorescent. These results are discussed.

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