Nonlinear optical crystals designed with 4-nitrophenolate chromophores: an engineering route using a multidipolar chromophore, 3-hydroxy-2,4,6-trinitrophenolate

Muthuraman, Meiyappan ; Nicoud, Jean-Francois ; Masse, Rene ; Desiraju, Gautam R. (2001) Nonlinear optical crystals designed with 4-nitrophenolate chromophores: an engineering route using a multidipolar chromophore, 3-hydroxy-2,4,6-trinitrophenolate Molecular Crystals and Liquid Crystals, 356 . pp. 1-13. ISSN 1542-1406

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Related URL: http://dx.doi.org/10.1080/10587250108023681

Abstract

4-Nitrophenol derivatives are interesting chromophores for nonlinear optics (NLO), being typical donor-acceptor system connected by p conjugation. Due to the presence of the acidic phenolic proton, they also readily form salts with suitably selected organic and metallic bases. The so-formed 4-nitrophenolates have increased molecular hyperpolarizabilities (β ). The phenolate and nitro oxygens are strong hydrogen bond acceptors and the nitro group has a tendency to coordinate with metal centers. This opens up two different engineering routes to build NLO materials from these chromophores: (a) organic-organic and (b) metal-organic salts. This paper reviews the crystal packing and nonlinear optical (NLO) efficiency in nitrophenolate crystals engineered through these routes and presents the crystal structure of a new NLO efficient organic-organic salt, 1-hydroxy-4-methylpyridinium 3-hydroxy-2,4,6-trinitrophenolate (P21). In this crystal both the multidipolar anion and dipolar cation are NLO chromophores. The anions form herringbone mediated chain with intra and intermolecular O-H…O hydrogen bonds and the cations are attached to them through strong O-H…O- hydrogen bonds.

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Group.
Keywords:Organic NLO Materials; Crystal Engineering; Non-centrosymmetry; Herringbone Motif
ID Code:10942
Deposited On:09 Nov 2010 04:27
Last Modified:16 May 2016 20:28

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