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首页> 外文期刊>Chemistry: A European journal >Nontraditional π Gelators Based on β-Iminoenolate and Their Difluoroboron Complexes: Effect of Halogens on Gelation and Their Fluorescent Sensory Properties Towards Acids
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Nontraditional π Gelators Based on β-Iminoenolate and Their Difluoroboron Complexes: Effect of Halogens on Gelation and Their Fluorescent Sensory Properties Towards Acids

机译：基于β-咪喹啉酸盐的非传统π凝胶剂及其二氟硼硅络合物：卤素对凝胶的影响及其对酸的荧光感官特性

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摘要

We have synthesized a series of new β-iminoenolates and their corresponding difluoroboron complexes without any traditional gelation moieties, and some of them were able to gelatinize organic solvents. It was found that the presence of halogen atoms as substituents had a significant effect on gelation ability. In particular, bromo-containing compounds 4A and 4B exhibited excellent gelation abilities compared with other halogen-substituted gelators. By analyses of the single-crystal structure, the PXRD pattern of the xerogel, and electronic spectral changes during gelation, we deemed that π-π, C-H···F, and C-H···Br interactions were the driving forces for the gelation of 4B. Interestingly, (Z)-1- (4-bromophenyl)-2-(3-methylpyrazin-2-yl)ethen-1-ol (8A), prepared in this work, is the lowest-molecular-weight organogelator to have been reported. It should be noted that although β-iminoenolates 3A-5A are nonemissive in solution, they emit strong yellow light in organogels, which suggests aggregation-induced emissive activity, whereas the difluoroboron complexes 3B-5B show strong fluorescence in solutions, organogels, and xerogel-based films. Moreover, we found that the emission of 4B in a nanofiber-based film could be quenched significantly upon exposure to gaseous trifluoroacetic acid and that the decay time and detection limit were 0.5 s and 0.17 ppm, respectively. Thus, through this work we have provided a new strategy for the design of nontraditional π gelators by introducing halogen atoms into π-conjugated systems with moderate polarities.
机译：我们已经合成了一系列新的β-咪喹啉酸盐及其相应的二氟硼隆复合物而没有任何传统的凝胶化部分，其中一些能够凝胶化有机溶剂。发现卤素原子作为取代基的存在对胶凝能力有显着影响。特别地，与其他卤素取代的胶凝器相比，含溴化合物4a和4b表现出优异的凝胶化能力。通过分析单晶结构，Xerogel的PXRD图案和胶凝期间的电子光谱变化，我们认为Π-π，CH ... F，和CH ... BR相互作用是胶凝的驱动力4B。有趣的是，在本作工作中制备的（Z）-1-（4-溴苯基）-2-（3-甲基吡嗪-2-基）乙烯-1-醇（8a）是已经存在最低分子量的有机凝胶器报道。应该注意的是，尽管β-咪喹啉酸盐3a-5a在溶液中是不显着的，但它们在有机凝胶中发出强烈的黄光，这表明聚集诱导的发射活动，而二氟硼隆复合物3b-5b在溶液，有机键和xerogel中显示出强烈的荧光基于电影。此外，我们发现，在暴露于气态三氟乙酸时，可以显着猝灭纳米纤维基膜中的4B的发射，并且衰减时间和检测限分别为0.5秒和0.17ppm。因此，通过这项工作，我们通过将卤素原子引入具有中等极性的π缀合的系统来设计非传统π凝胶器的新策略。

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  • 来源
    《Chemistry: A European journal》 |2017年第8期|共9页
  • 作者

    Zhu Wu; Jingbo Sun; Zhenqi Zhang; Hao Yang; Pengchong Xue; Ran Lu;

  • 作者单位

    State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University No. 2699 Qianjin Street Changchun (P.R. China);

    State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University No. 2699 Qianjin Street Changchun (P.R. China);

    State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University No. 2699 Qianjin Street Changchun (P.R. China);

    State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University No. 2699 Qianjin Street Changchun (P.R. China);

    State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University No. 2699 Qianjin Street Changchun (P.R. China);

    State Key Laboratory of Supramolecular Structure and Materials College of Chemistry Jilin University No. 2699 Qianjin Street Changchun (P.R. China);

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    conjugation; gels; halogens; luminescence; sensors;

    机译：共轭;凝胶;卤素;发光;传感器;

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