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Chain-dependent emission color codes of extended tetraphenylethylene derivatives: discrimination between water and methanol

机译：扩展的四苯乙烯衍生物的链相关发射色代码：水和甲醇之间的区别

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In this paper, we report the emission properties of two luminogens, which possess an identical extended tetraphenylethylene (TPE) aromatic core, but different hydrophobic dodecyl (1) and hydrophilic di(ethylene oxide) (2) peripheral chains. In comparison to the dilute chloroform solutions (0.1 mu M), the emission of the chloroform solutions (10 mu M) was red-shifted, which indicates an intermolecular interaction with increasing concentration. To investigate the chain-dependent emission behavior of 1 and 2, polar methanol and nonpolar n-hexane were employed as two poor solvents. As a consequence, upon adding each poor solvent, the emission properties were predominantly dependent upon the solubility between the peripheral chain and the mixture solvent (chloroform/poor solvent). Despite the identical aromatic chromophore, the emission could be guided by the nature of the attached peripheral chains. Upon increasing the fraction of the poor solvent for a peripheral chain, the crystallization of the TPE-based aromatic cores occurred, which produced a bright bluish emission. Scanning electron microscopy observation could confirm the ordered morphologies of the bluish aggregates. By comparing the integral values of the aromatic segments in the H-1-NMR spectra with increasing the poor solvents, it can be said that the crystallization is initiated by the retardation of the conformational motions of the TPE aromatic ring, not the whole aromatic segment. In addition, by replacing chloroform with water-mixable tetrahydrofuran, two polar solvents, i.e., water and methanol, could be distinguished using the two emission color codes of 1 and 2. The molecular approach (the simple variation of the peripheral chain) in this study proved an alternative way to tune the solution emission of the identical chromophores.
机译：在本文中，我们报告了两种发光剂的发射特性，它们具有相同的扩展四苯基乙烯（TPE）芳香族核，但疏水性十二烷基（1）和亲水性二环氧乙烷（2）外围链不同。与稀释的氯仿溶液（0.1μM）相比，氯仿溶液（10μM）的发射发生了红移，这表明分子间的相互作用随浓度的增加而增加。为了研究1和2的链依赖性发射行为，将极性甲醇和非极性正己烷用作两种不良溶剂。结果，在添加每种不良溶剂时，发射性能主要取决于外围链与混合溶剂（氯仿/不良溶剂）之间的溶解度。尽管有相同的芳香族发色团，但发射可能受附着的外围链的性质影响。在增加用于外围链的不良溶剂的比例时，发生了TPE基芳族核的结晶，产生了明亮的蓝色发光。扫描电子显微镜观察可以确认蓝色聚集体的有序形态。通过比较H-1-NMR光谱中芳香族链段的积分值和不良溶剂的增加，可以说结晶是由TPE芳香环的构象运动的延迟而不是整个芳香族链段的延迟引发的。 。另外，通过用可与水混合的四氢呋喃代替氯仿，可以使用两种发射颜色代码1和2区分两种极性溶剂，即水和甲醇。在此分子方法（外围链的简单变化）研究证明了另一种方法来调节相同发色团的溶液发射。

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