The Effect of 1,7-Bromine Substitution at Bay Area on Self-Assembly Behavior and Photo Physical Properties of Perylene Diimide

• 1、State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Materials Science and Engineering, Donghua University, 201620, Shanghai, P. R. China

Abstract：N,N'-bis(n-dodecyl)-3,4:9,10-tetracarboxyl-diimide(1,7-H-PDI-C12) and its corresponding 1,7-Br substitution at bay position (1,7-Br-PDI-C12) have been synthesized and characterized using 1H-NMR, 13C-NMR, FT-IR, spectrum and WAXD. A comparison of the two samples photophysical properties using UV-vis and fluorescence emission spectra reveal that bay substitutions of PDI with bromine do not have significant effect on the PDI photophysical properties in solution. However, the solid state fluorescence properties were enhanced by the bay area bromination. Solid Фf as high 2.83% was obtained for 1,7-Br-PDI-C12 as compare to 0.02% for 1,7-H-PDI-C12, this was also reflected in the solid flourescence emmision. This work shows that we can improve solid state photophysical properties of PDI without changing the other properties by simply using bromine bay area substitution. These types of materials are useful intermidiate for further synthesis of perylene diimide with tunnable optoelectronic properties.

keywords： Material Physics and Chemistry disubstituted perylene diimide self-assembly belt-like crystal fluorescence

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