STERICALLY HINDERED PYRIDINIUM PHENOXIDES AS CHROMOPHORES FOR QUADRATIC OPTICS

机译：立体隐蔽的苯二酚作为二次光学的荧光体

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Polymers doped with non-linear optical (NLO) molecules are key materials in the elaboration of organic NLO devices. In this field, there is an ongoing need for chromophores with large dipole moments and optical non linearities. Here, we consider pyridinium phenoxides, a type of zwitterionic biphenyl-like molecule. A combination of mathematical modelling and some preliminary experimental measurements indicate that the NLO properties of these molecules depend on the twist angle existing between the two aromatic rings. In order to corroborate this structure/activity relationship, different sterically hindered pyridinium phenoxides were synthesized using the Suzuki coupling reaction involving a boronic ester and an aryl halide. We analyze the solvatochromism of the substituted zwitterions in details, determine the chemical equilibrium of protonation and perfom nonlinear optical measurements which are interpreted with the help of semi-empirical calculations.

机译：掺杂有非线性光学（NLO）分子的聚合物是有机NLO器件制造中的关键材料。在该领域中，不断需要具有大偶极矩和光学非线性的生色团。在这里，我们考虑吡啶鎓苯氧化物，一种两性离子联苯样分子。数学建模和一些初步实验测量的结合表明，这些分子的NLO性质取决于两个芳环之间存在的扭曲角。为了证实这种结构/活性关系，使用涉及硼酸酯和芳基卤化物的Suzuki偶联反应合成了不同的空间位阻吡啶鎓酚盐。我们详细分析了取代的两性离子的溶剂变色现象，确定了质子化的化学平衡和perfom非线性光学测量，这些测量借助半经验计算来解释。

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来源
《Organic Optoelectronics and Photonics II》|2006年|P.619234.1-619234.7|共7页
会议地点 Strasbourg(FR)
作者
V. Diemer; H. Chaumeil; A. Defoin; A. Boeglin; A. Barsella; A. Fort; P. Jacques; C. Carre;
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作者单位

Chimie Organique et Bioorganique, CNRS UMR 7015, Ecole Nationale Superieure de Chimie de Mulhouse, 3 rue Alfred Werner, 68093 Mulhouse Cedex, France;

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会议组织
原文格式 PDF
正文语种 eng
中图分类基础理论;
关键词
non linear optics; push-pull chromophores; zwitterions; solvatochromism;

机译：非线性光学;推挽生色团;两性离子;溶剂变色;

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专利

1. Syntheses of sterically hindered pyridinium phenoxides as model compounds in nonlinear optics [J] . Diemer V, Chaumeil H, Defoin A, European journal of organic chemistry . 2006,第12期

机译：空间受阻吡啶鎓苯氧化物作为非线性光学中的模型化合物的合成
2. Ultrafast excited-state dynamics of a series of zwitterionic pyridinium phenoxides with increasing sterical hindering [J] . Guillaurae Duvanel, Jakob Grilj, Helene Chaumeil Photochemical & photobiological sciences: the official journal of the European Photochemistry Association and the European Society for Photobiology . 2010,第7期

机译：一系列具有增加的空间位阻的两性离子吡啶鎓酚盐的超快激发态动力学
3. Optical properties and progressive sterical hindering in pyridinium phenoxides [J] . Boeglin A, Barsella A, Fort A, Chemical Physics Letters . 2007,第4a6期

机译：吡啶鎓吡啶氧化物的光学性质和渐进空间位阻
4. Sterically hindered pyridinium phenoxides as chromophores for quadratic optics [C] . V. Diemer, H. Chaumeil, A. Defoin, Conference on Organic Optoelectronics and Photonics . 2006

机译：用于二次光学的类空间吡啶吡啶苯氧铵作为发色团
5. Synthesis and stability studies of Z-beta-(1-substituted-4-pyridinium)-alpha-cyano-4-styryldicyanomethanide nonlinear optical chromophores. [D] . Weir, Cara Anne May. 2003

机译：Z-β-（1-取代-4-吡啶鎓）-α-氰基-4-苯乙烯基二氰基甲酰胺非线性光学发色团的合成与稳定性研究。
6. Quadratic Non-Linear Optical Properties of the poly(25-bis(but-2-ynyloxy) Benzoate Containing the 2-(ethyl(4-((4-nitrophenyl)buta-13-diynyl)phenyl)amino)ethanol) Chromophore [O] . Sandra L. Castañón-Alonso, Omar G. Morales-Saavedra, Marco A. Almaraz-Girón, 2020

机译：含2-（乙基（4-（（（4-硝基苯基）丁-13-二炔基）苯基）氨基）聚（25-双（丁-2-炔氧基）苯甲酸酯的二次非线性光学性质乙醇）发色团
7. A 13C NMR Study of pyridinium phenoxide series with increasing sterical hindrance reveals the dramatic influence of torsion on their structure [O] . Chaumeil, Hélène, Jacques, Patrice, Diemer, Vincent, 2011

机译：13C NMR研究吡啶鎓酚盐系列的空间位阻增加，揭示了扭转对其结构的巨大影响

STERICALLY HINDERED PYRIDINIUM PHENOXIDES AS CHROMOPHORES FOR QUADRATIC OPTICS

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