Synthesis and characterisation of push-pull flavin dyes with efficient second harmonic generation (SHG) properties

Mohammed, N., Wiles, A. A. , Belsley, M., Fernandes, S. S.M., Cariello, M. , Rotello, V. M., Raposo, M. M. M. and Cooke, G. (2017) Synthesis and characterisation of push-pull flavin dyes with efficient second harmonic generation (SHG) properties. RSC Advances, 7(39), pp. 24462-24469. (doi:10.1039/C7RA03400H)

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Abstract

Organic compounds displaying second-order non-linear optical properties are key materials for optoelectronics. Here, three push–pull flavin derivates (FLA-A–C) have been synthesised and their optical, redox and second harmonic generation (SHG) properties have been investigated. In particular, we describe the role differing electron donor units (N,N-dimethylaniline-, N,N-diphenylaniline- and ferrocenyl-) attached through the C(8) position of the flavin unit have on the optical and redox properties of the latter. Hyper-Rayleigh scattering in dioxane solutions using a fundamental wavelength of 1064 nm was employed to evaluate their second-order nonlinear optical properties. Our experiments have indicated that their first hyperpolarisabilities (β) are influenced by the electronic nature and strength of the donor groups. N,N-dimethylaniline-functionalised derivative FLA-A, exhibited the largest first hyperpolarisability (β = 9550 × 10−30 esu, using the T convention) and high decomposition temperature (Td = 312 °C), thus indicating its potential application as a useful material for incorporation into non-linear optical devices.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Mohammed, Nabeel and Wiles, Dr Alan and Cooke, Professor Graeme and Cariello, Mr Michele
Authors: Mohammed, N., Wiles, A. A., Belsley, M., Fernandes, S. S.M., Cariello, M., Rotello, V. M., Raposo, M. M. M., and Cooke, G.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:RSC Advances
Publisher:Royal Society of Chemistry
ISSN:2046-2069
ISSN (Online):RSC Advances
Copyright Holders:Copyright © 2017 The Authors
First Published:First published in RSC Advances 7(39):24462-24469
Publisher Policy:Reproduced under a Creative Commons License

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
445041Physical organic chemistry - opportunities in synthesis, materials and pharmaceuticalsGraeme CookeEngineering & Physical Sciences Research Council (EPSRC)EP/E036244/1CHEM - CHEMISTRY