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Donor-linker-acceptor (D-pi-A) diazine chromophores with extended p-conjugated cores: synthesis, photophysical and second order nonlinear optical properties

机译:具有扩展的p共轭核的供体-受体-受体(D-pi-A)二嗪生色团:合成,光物理和二阶非线性光学性质

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摘要

The synthesis of a series of push-pull pyrimidine and quinoxaline chromophores with extended p-conjugated cores is reported. Starting from a bromoarylvinyldiazine derivative, the key step in the preparation of the chromophores consists of a Sonogashira cross-coupling reaction. The photophysical properties of the compounds are described. A strong positive emission solvatochromism, typical for dyes presenting Intramolecular Charge Transfer (ICT), is observed, in particular for amino substituted derivatives with larger solvatochromic range than known analogous chromophores with smaller p-conjugated cores. The second order non linear optical (NLO) properties were investigated for some of the compounds and a comparison with the NLO responses of already described diazine chromophores exhibits a significant enhancement of the NLO properties by extension of the pi-conjugated core.
机译:报道了一系列具有延伸的p-共轭核心的推挽式嘧啶和喹喔啉生色团的合成。从溴芳基乙烯基二嗪衍生物开始,制备生色团的关键步骤包括Sonogashira交叉偶联反应。描述了化合物的光物理性质。观察到强的正发射溶剂致变色现象,典型地表现出分子内电荷转移(ICT)的染料,特别是对于溶剂变色范围比已知的具有较小p共轭核的类似生色团更大的氨基取代的衍生物。研究了某些化合物的二阶非线性光学(NLO)特性,并与已描述的二嗪生色团的NLO响应进行了比较,结果表明,通过扩展π共轭核心,NLO特性得到了显着增强。

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