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首页> 外文期刊>The Journal of Organic Chemistry >Synthesis and Solution Aggregation Studies of a Suite of Mixed Neutral and Zwitterionic Chromophores for Second-Order Nonlinear Optics
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Synthesis and Solution Aggregation Studies of a Suite of Mixed Neutral and Zwitterionic Chromophores for Second-Order Nonlinear Optics

机译：一套用于二阶非线性光学的混合中性和两性离子发色团的合成和溶液聚集研究

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摘要

We report details of the synthesis of a series of bi- and trichromophores. These compounds contain mixtures of chromophores that have zwitterionic (ZWI) and neutral ground state (NGS) components covalently attached to each other. The neutral ground state moieties are based on dyes with aniline donors-such as Disperse Red 1-whereas the zwitterionic components are derived from chromophores with pro-aromatic donors such as 1,4-dihydropyridinylidene. By combining both ZWI and NGS components, we aim to develop novel compounds for nonlinear optics in which there is an enhancement of the overall hyperpolarizability coupled with a decrease in the net dipole moment. Thus, this approach should eliminate the electrostatic effects that result when only one type of chromophore is used, and so reduce the likelihood of undesirable aggregation occurring. This, in turn, should enable us to realize organic materials with large macroscopic optical nonlinearities. An analysis of the UV?vis results suggests that there is a strong dependence on solvent polarity that determines whether the embedded constituents should be treated as discrete elements; in low polarity solvents, there appear to be strong intramolecular interactions occurring, particularly when a 1,4-quinolinylidene-based donor is used in the ZWI component.
机译：我们报告了一系列双发色团和三生色团的合成细节。这些化合物包含具有两性离子（ZWI）和中性基态（NGS）组分共价连接的发色团的混合物。中性基态部分是基于具有苯胺给体的染料，例如分散红1，而两性离子组分则来自具有促芳香族给体的生色团，例如1,4-二氢吡啶亚基。通过组合ZWI和NGS组件，我们旨在开发用于非线性光学的新型化合物，其中整体超极化性增强，同时净偶极矩减小。因此，该方法应消除仅使用一种生色团时产生的静电效应，从而减少发生不希望的聚集的可能性。反过来，这应该使我们能够实现具有大的宏观光学非线性的有机材料。对UV-vis结果的分析表明，对溶剂极性有很强的依赖性，这决定了是否应将嵌入的成分视为离散元素。在低极性溶剂中，似乎发生了强烈的分子内相互作用，尤其是当在ZWI组件中使用基于1,4-喹啉亚基的供体时。

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