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Issue 27, 2016
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Crystallization induced green-yellow-orange emitters based on benzoylpyrenes

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Abstract

We report the synthesis, X-ray structures and photophysical properties of a few benzoylpyrene (BP) derivatives. Steric hindrance due to incremental benzoyl groups causes a systematic reduction in the orbital overlap (π–π) between vicinal pyrene units affording green-yellow-orange solid-state emitters. Crystallization induced emission could arise from: i) electronic (dipolar/excitonic) interactions, ii) arrested bond rotations, and/or iii) lack of solvation in crystalline 1–4BP (ΦFl ∼ 2–26%) when compared to that in solution (ΦFl ≤ 1%). Our earlier effort [Chem. Commun. 2014, 50, 8644] on progressive acylation, in contrast to benzoylation, results in a gradual increase in the π–π overlap between vicinal pyrenes.

Graphical abstract: Crystallization induced green-yellow-orange emitters based on benzoylpyrenes

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Article information


Submitted
17 Mar 2016
Accepted
26 Apr 2016
First published
27 Apr 2016

CrystEngComm, 2016,18, 5089-5094
Article type
Paper

Crystallization induced green-yellow-orange emitters based on benzoylpyrenes

S. K. Rajagopal, V. S. Reddy and M. Hariharan, CrystEngComm, 2016, 18, 5089
DOI: 10.1039/C6CE00610H

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