Photophysical properties of dibenzofluorescein and the presence of its tautomers or prototropic forms in organic solvents.
The UV/Vis absorption and fluorescence properties of dibenzofluorescein (DBFL) in organic solvents were measured and used to shed light on the possible presence of its tautomers or various prototropic forms. DBFL in aprotic solvents mainly exists in two tautomeric forms, viz. quinoid and lactone, but neither are efficiently fluorescent. In protic solvents, such as methanol and ethanol, both the monoanion and neutral quinoid are present and showed the highest fluorescence quantum yield. In contrast, DBFL is fully dissociated to the monoanion and dianion in deionized water.
Zhang
Xianfu
X
Institute of Material Chemistry, Hebei Normal University of Science and Technology, Qinghuangdao, Hebei Province 066004, PR China. zhangxianfu@tsinghua.org.cn
Liu
Qiang
Q
Son
Aiijun
A
Zhang
Qihang
Q
Zhang
Fushi
F
Zhao
Fuqun
F
D000096:Acetone / Q000737:chemistry*; D000097:Acetonitriles / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D004121:Dimethyl Sulfoxide / Q000737:chemistry*; D004986:Ether / Q000737:chemistry*; D005452:Fluoresceins / Q000737:chemistry* / Q000302:isolation & purification / Q000528:radiation effects; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000302:isolation & purification / Q000528:radiation effects; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D010777:Photochemistry; D012680:Sensitivity and Specificity; D012997:Solvents / Q000737:chemistry; D013050:Spectrometry, Fluorescence / Q000379:methods; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013237:Stereoisomerism; D014466:Ultraviolet Rays
C529629:1,2,7,8-dibenzofluorescein; D000097:Acetonitriles; D000438:Alcohols; D005452:Fluoresceins; D005456:Fluorescent Dyes; D012997:Solvents; D004986:Ether; D000096:Acetone; D004121:Dimethyl Sulfoxide; C032159:acetonitrile