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On the molecular optical nonlinearity of halogen-bond-forming azobenzenes

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Abstract

We study hyper-Rayleigh scattering and computed molecular hyperpolarizability in a series of azobenzene chromophores in chloroform and dimethylformamide as solvents. The chromophores form halogen or hydrogen bonds of varying strength with dimethylformamide molecules, differently from what is expected for chloroform. We show that hyperpolarizability is unaffected or sligthly lower with the azobenzene forming the strongest halogen bond. Solid supramolecular polymers with the same chromophores have previously demonstrated clearly higher second-order nonlinear responses when a halogen-bond-accepting polymer is used, the larger increase being associated with the stronger halogen bond. The present study proves that the higher optical nonlinearity in polymers lies in the better ordering of the chromophores instead of changes in molecular hyperpolarizability, highlighting the unique properties of halogen bonding in supramolecular chemistry.

Graphical abstract: On the molecular optical nonlinearity of halogen-bond-forming azobenzenes

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Publication details

The article was received on 24 Aug 2018, accepted on 17 Oct 2018 and first published on 19 Oct 2018


Article type: Paper
DOI: 10.1039/C8CP05392H
Citation: Phys. Chem. Chem. Phys., 2018, Advance Article
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    On the molecular optical nonlinearity of halogen-bond-forming azobenzenes

    M. Virkki, A. Maurice, A. Forni, M. Sironi, V. Dichiarante, P. Brevet, P. Metrangolo, M. Kauranen and A. Priimagi, Phys. Chem. Chem. Phys., 2018, Advance Article , DOI: 10.1039/C8CP05392H

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