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Tunable Self-Assembly and Aggregation-Induced Emission Characteristics of Triarylboron-Decorated Naphthalimides

Pagidi, Sudhakar and Kalluvettukuzhy, Neena K and Thilagar, Pakkirisamy (2018) Tunable Self-Assembly and Aggregation-Induced Emission Characteristics of Triarylboron-Decorated Naphthalimides. In: ORGANOMETALLICS, 37 (12). pp. 1900-1909.

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Official URL: https://dx.doi.org/10.1021/acs.organomet.8b00166

Abstract

Understanding the structure-property and structure- morphology correlations of organic luminescent materials is essential in order to employ such materials for desired applications. In this regard, we prepared a library of novel triarylboron-tethered N-boryl-1,8-naphthalimides (TAB-NPIs) 1-6 with variations in their steric and electronic factors. Compounds 1-6 are weakly luminescent in molecularly dispersed state; however, they are strongly luminescent in the aggregated state (THF-H2O mixture). The presence of sterically hindered triarylboryl units in 1-6 endowed these molecules with aggregation-induced emission (AIE) characteristics by preventing cofacial arrangements of NPI moieties, as shown by the supramolecular interactions in the crystal lattice. These structural features preclude excimer formation which can be detrimental to the radiative process in these molecules. Promisingly, these compounds undergo self-assembly and form interesting morphologies such as sheets (1), fibers (2), tubes (3), vesicles (4), flowers (5), and porous films (6). These types of morphologies are rarely observed in purely organic materials; evidently, the morphology of these compounds strongly depends on their molecular conformations and steric and electronic factors.

Item Type: Journal Article
Publication: ORGANOMETALLICS
Publisher: AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Additional Information: Copyright of this article belong to AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 19 Jul 2018 15:51
Last Modified: 19 Jul 2018 15:51
URI: http://eprints.iisc.ac.in/id/eprint/60244

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