• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Applied Surface Science >Synthesis and spectral properties of preorganized BODIPYs in solutions and Langmuir-Schaefer films
【24h】

Synthesis and spectral properties of preorganized BODIPYs in solutions and Langmuir-Schaefer films

机译：溶液和Langmuir-Schaefer膜中预组织BODIPY的合成和光谱性质

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

In order to investigate the influence of molecular structure peculiarities of boron-dipyrrine dyes (BODIPYs) on their properties in solutions and supramolecular organization in Langmuir-Schaefer (LS) films, four new BODIPY dyes with various aliphatic, aromatic or mixed nature meso-subtituents were synthesized and investigated. Spectral characteristics (electronic absorption and fluorescence) of the synthesized compounds in organic solvents and LS-films were studied. Floating monolayers of the BODIPYs were formed from chloroform solutions placed onto water subphase in Langmuir-Blodgett through. Thin films were prepared using the Langmuir-Schaefer technique by the transfer of floating monolayers onto standard polished glass, ITO covered glass or pure silicon substrate. The variation of the dye structure we consider as a preorganization aiming to influence the structure of LS-films. The morphology and structure of the LS-films was examined by fluorescent microscopy, scanning electron microscopy, atomic force microscopy and small angle X-ray diffraction analysis. It was found that the introduced substituents have no substantial influence on the position of the absorption and fluorescence bands in dilute solutions. In contrast, the fluorescent characteristics of the LS-films significantly depend on the substituent nature. Therefore, this strategy could be used for the direct tuning of compounds fluorescent properties in LS-films. Concerning the LS-film surface characteristics it was proved that the films are homogeneous, without disruptions and only some widely-spaced microcrystals could be observed. With respect to the LS-film structure, the change of the substituents introduced to the BODIPY molecule did not influence the average given periodicity of layers (d = 0.3-0.4 nm). This value corresponds to a single-layer arrangement of BODIPY molecules located parallel to the substrate surface. Nevertheless, the diffraction peak intensities depended on the molecular structure of BODIPYs and therefore the structurization in thin films. Moreover, the combination of the rigid phenyl moiety with long alkyl chains in one compound completely suppresses the aggregation of molecules maintaining the intense fluorescence in thin films. On the basis of used range of experimental and calculation methods the intralayer and interlayer structures were proposed. Intermolecular hydrogen bond formation and pi-pi staking of the BODIPY cores were found to be the structure forming forces during the films manufacturing, resulting the differences in crystallinity of the materials. While the alkyl-substituents prevent the type of interactions and suppress the association of the dyes and formation of excimers. Compounds under investigation show a manifestation of the intense solvatochromic properties which allow their application as sensors, including naked eye sensorics for solution polarity. Besides, the obtained results broaden prospective of functional materials usage based on BODIPY thin films as components of optoelectronics. (C) 2017 Elsevier B.V. All rights reserved.
机译：为了研究硼二吡咯染料（BODIPYs）的分子结构特性对其在溶液中的特性和超分子组织的影响，在Langmuir-Schaefer（LS）膜中使用了四种具有脂肪族，芳香族或混合性质的中取代基的新型BODIPY染料进行了合成和研究。研究了合成化合物在有机溶剂和LS膜中的光谱特征（电子吸收和荧光）。 BODIPYs的漂浮单层由氯仿溶液形成，该溶液放置在Langmuir-Blodgett的水亚相中。使用Langmuir-Schaefer技术通过将浮动单层膜转移到标准抛光玻璃，ITO覆盖的玻璃或纯硅基板上来制备薄膜。我们认为染料结构的变化是一个预组织，旨在影响LS膜的结构。通过荧光显微镜，扫描电子显微镜，原子力显微镜和小角度X射线衍射分析检查了LS膜的形态和结构。发现引入的取代基对稀溶液中吸收和荧光带的位置没有实质性影响。相反，LS膜的荧光特性极大地取决于取代基的性质。因此，该策略可用于直接调节LS膜中化合物的荧光性质。关于LS膜的表面特性，证明了膜是均匀的，没有破裂，并且只能观察到一些宽间隔的微晶。关于LS膜结构，引入BODIPY分子的取代基的变化不影响各层的平均给定周期性（d ＝ 0.3-0.4nm）。该值对应于平行于基底表面定位的BODIPY分子的单层排列。然而，衍射峰强度取决于BODIPYs的分子结构，因此取决于薄膜的结构化。而且，在一种化合物中刚性苯基部分与长烷基链的结合完全抑制了保持薄膜中强荧光的分子的聚集。根据实验和计算方法的使用范围，提出了层间和层间结构。发现BODIPY核的分子间氢键形成和π-π铆接是膜制造期间的结构形成力，从而导致材料的结晶度差异。而烷基取代基阻止了相互作用的类型并抑制了染料的缔合和准分子的形成。所研究的化合物表现出强烈的溶剂变色性质，可将其用作传感器，包括用于溶液极性的肉眼传感技术。此外，获得的结果拓宽了基于BODIPY薄膜作为光电组件的功能材料的应用前景。 （C）2017 Elsevier B.V.保留所有权利。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号