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Contrastingly for NDI-4, instead of red-shift, a blue shift of ∼ 3 nm was observed for the lowest energy absorption band at 376 nm as a result of aggregation along with the appearance of a new shoulder band at around 403 nm. This probably indicates slightly different chromophore packing during self-assembly in this case compared to the other systems. Although the extent of spectral changes is significant in all cases and there should not be any doubt regarding the π-stacking, the assignments of J-type aggregates based on these changes may raise a question mark. In this context, it is noteworthy that very similar spectral changes for the same NDI chromophore has been indeed assigned as J-aggregate in recent literature (see ref 24). As our results corroborate well with the literature report, we assign the type of aggregates accordingly. However, it should be remembered that the extent of spectral changes in a specific type of aggregate depends on various parameters such as slip angle, center-to-center distance, and extent of rotational displacement, if any, of the two adjacent chromophores in the aggregated state.
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Similarly, we also carried out MeOH addition experiment to examine the existence of H-bonding in other NDI derivatives and observed in every case the self-assembled structure could be reverted to the monomeric chromophore in presence of 2?5% MeOH (see Figure S1 in the Supporting Information).This results of this experiment are strong evidence that H-bonding plays the crucial role in self-assembly.
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