Issue 39, 2017, Issue in Progress

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

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.

Graphical abstract: Synthesis and characterisation of push–pull flavin dyes with efficient second harmonic generation (SHG) properties

Supplementary files

Article information

Article type
Paper
Submitted
23 Mar 2017
Accepted
26 Apr 2017
First published
05 May 2017
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2017,7, 24462-24469

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

N. Mohammed, A. A. Wiles, M. Belsley, S. S. M. Fernandes, M. Cariello, V. M. Rotello, M. M. M. Raposo and G. Cooke, RSC Adv., 2017, 7, 24462 DOI: 10.1039/C7RA03400H

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