Syntheses, X-ray Crystal Structures, and Optical, Fluorescence, and Nonlinear Optical Characterizations of Diphenylphosphino-Substituted Bithiophenes
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https://figshare.com/articles/dataset/Syntheses_X_ray_Crystal_Structures_and_Optical_Fluorescence_and_Nonlinear_Optical_Characterizations_of_Diphenylphosphino_Substituted_Bithiophenes/2548441
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资源简介：
A series of bithiophene derivatives that are either symmetrically
disubstituted with two Ph2(X)P groups (X = O, S, Se) or
monosubstituted with one Ph2(X)P group (X = O, S, Se) and
an organic functional group (H, CHO, CH2OH, CO2Me) have been synthesized. The X-ray crystal structures of Ph2(Se)P(C4H2S)2P(Se)Ph2, Ph2(O)P(C4H2S)2H, Ph2(S)P(C4H2S)2H,
and Ph2(O)P(C4H2S)2CH2OH exhibit very different solid-state structures depending
on the type of intermolecular π–π interactions
that occur. The compounds have been characterized by electronic absorption
and fluorescence studies. Of particular interest is that the quantum
yields of Ph2(O)P(C4H2S)2H, Ph2(O)P(C4H2S)2P(O)Ph2, Ph2(O)P(C4H2S)2CO2Me, and Ph2(O)P(C4H2S)2CH2OH are significantly larger than that
of bithiophene (factors of 13, 14, 14, and 22, respectively). This
behavior is quite different from that of analogously substituted terthiophenes
in which substitution results in only modest increases in the quantum
yields over that of terthiophene (factors of 0.94, 2.7, 1.3, and 1.5,
respectively). DFT studies of the emission process suggest that modifying
the Ph2(X)P group affects both the fluorescence and nonradiative
rate constants while modifications of the organic substituents primarily
affect the nonradiative rate constants. The higher quantum yields
of the substituted bithiophenes make them promising for application
in organic light-emitting devices (OLED). The optical power limiting
(OPL) performances of these Ph2(X)P-substituted bithiophenes
were evaluated by nonlinear transmission measurements in the violet-blue
spectral region (430–480 nm) with picosecond laser pulses.
The OPL performances are enhanced by heavier X groups and when by
higher solubilities. Saturated chloroform solutions of Ph2(O)P(C4H2S)2H and Ph2(S)P(C4H2S)2H exhibit significantly
stronger nonlinear absorption than any previously reported compounds
and are promising candidates for use in broadband optical power limiters.
创建时间：
2012-02-20
