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Report No.

Pairwise packing of anthracene fluorophore; Hydrogen-bonding-assisted dimer emission in solid state

Hisamatsu, Shugo; Masu, Hyuma*; Takahashi, Masahiro*; Kishikawa, Keiki*; Komoto, Shigeo*

Anthracene derivatives possessing a carbamate group and an ester group at their 9- and 10-positions, respectively, were prepared to furnish pairwise packing of anthracene fluorophores in their crystal structures. They were nonluminescent in ethanol solution and showed AIE (aggregation-induced emission) in aqueous ethanol solution and in solid state. Crystal structure analysis of them showed that the H-bonding networks involved in their crystal structures could be classified into four patterns, H-bonding between the carbamate and the ester carbonyl (motifA), H-bonding between the carbamate and the ester oxygen atom (motif B), H-bonded cyclic dimer of carbamate moieties (motif C), and H-bonded chain among carbamate moieties (motif D). Compounds with pairwisely packed anthracene fluorophores showed dimer emission with the longer fluorescence wavelength than others without the pair formation.



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Category:Chemistry, Multidisciplinary



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