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Issue 11, 2018
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Time dependent aggregation induced emission enhancement and the study of molecular packing in closely related azo-phenol BODIPY species

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Abstract

Fluorescent azo-phenol BODIPYs (1–3) have been obtained by the substituent (–OCH3/–CH3) directed synthesis of ortho (L1) and para (L2–L3) azo-phenol aldehydes. These display aggregation caused quenching (ACQ, 1) and aggregation induced emission enhancement (AIEE, 2 and 3) depending on the position of azo relative to the phenolic hydroxyl group. An intriguing time dependent morphological transition from nanospheres to ordered nanorods and subsequent emission changes in AIEE active azo-phenol BODIPYs have been successfully realized by time dependent fluorescence, scanning electron (SEM), transmission electron (TEM) and fluorescence optical microscopy (FOM) studies. The existence of one-dimensional (1D) nanorods as ultimate species in these compounds (2–3) has been supported by crystal packing patterns. Diverse aggregated forms and hierarchical nanostructures have been related to variable extents of fluorescence enhancement. The plausible charge transfer process and its role in AIEE have been supported by DFT studies.

Graphical abstract: Time dependent aggregation induced emission enhancement and the study of molecular packing in closely related azo-phenol BODIPY species

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Publication details

The article was received on 27 Oct 2017, accepted on 30 Jan 2018 and first published on 30 Jan 2018


Article type: Paper
DOI: 10.1039/C7DT04047D
Citation: Dalton Trans., 2018,47, 3785-3795
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    Time dependent aggregation induced emission enhancement and the study of molecular packing in closely related azo-phenol BODIPY species

    R. P. Paitandi, R. S. Singh, B. K. Dwivedi, V. D. Singh and D. S. Pandey, Dalton Trans., 2018, 47, 3785
    DOI: 10.1039/C7DT04047D

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