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H-Bond assisted mechanoluminescence of borylated aryl amines: tunable emission and polymorphism

Sudhakar, Pagidi and Neena, Kalluvettukuzhy K and Thilagar, Pakkirisamy (2017) H-Bond assisted mechanoluminescence of borylated aryl amines: tunable emission and polymorphism. In: JOURNAL OF MATERIALS CHEMISTRY C, 5 (26). pp. 6537-6546.

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Official URL: http://dx.doi.org/10.1039/c7tc01676j

Abstract

Design, synthesis and structural characterization of borylated aryl amines, Mes(2)BAr {Ar = C-6(CH3)(4)NR2 (1, 4); C6H4NR2 (2, 5); C6H3(NR2)(2) (3, 6); R = H or CH3}, were reported. The intriguing optical signatures undoubtedly revealed their donor-acceptor characteristics and a bright tunable solid state emission is readily realized. The solid state luminescence characteristics of 1 and 3 were sensitive to mechanical stress with distinguishable emission color changes. Multiple strong intermolecular hydrogen bonds (N-H center dot center dot center dot N and N-H center dot center dot center dot pi) accompanied by subtle conformational changes play a significant role in the piezochromic response. PXRD and FT-IR spectroscopic studies and insensitivity of substituted derivatives to mechanical stress support the above inference. Interestingly, compound 3 crystallized in two different polymorphic forms 3BP and 3GP, which showed distinct luminescence, i.e., green and blue color under UV light. Such changes are due to their distinct hydrogen-bond network assembly in the solid state. Quantum mechanical calculations were performed in order to corroborate the optical properties.

Item Type: Journal Article
Publication: JOURNAL OF MATERIALS CHEMISTRY C
Additional Information: Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 29 Jul 2017 07:27
Last Modified: 29 Jul 2017 07:27
URI: http://eprints.iisc.ac.in/id/eprint/57497

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