吡嗪是一种比苯更有效的发光体，可产生红移和增强的光致发光,The Journal of Physical Chemistry A

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吡嗪是一种比苯更有效的发光体，可产生红移和增强的光致发光
The Journal of Physical Chemistry A ( IF 2.7 ) Pub Date : 2023-10-26 , DOI: 10.1021/acs.jpca.3c05506
Yunhao Bai ₁ , Junwen Deng ₁ , Wendi Xie ₁ , Jinsheng Xiao ₁ , Jipeng Zhang ₁ , Yixu Wang ₁ , Xiangye Guo ₁ , Huiliang Wang ₁

Affiliation

开发具有红移和增强发射功能的有机光致发光（PL）材料有利于推广其应用。与基于苯基的发光材料相比，基于芳香杂环(例如吡嗪)的发光材料通常具有红移和增强的光致发光。在这项工作中，吡嗪及其衍生物（邻二氯、邻二氰基和二氯二氰基取代）的光致发光行为与苯及其衍生物的光致发光行为进行了比较。所有化合物均表现出从蓝色到黄色的荧光发射，并且吡嗪基化合物的荧光发射比苯基化合物的荧光发射更红移。除邻二氰基取代的化合物外，吡嗪基化合物在纯物质和乙醇溶液中均比相应的苯基化合物表现出更强的荧光发射。此外，5,6-二氯-2,3-二氰基吡嗪（P4）和4,5-二氯-1,2-二氰基苯（B4）均表现出室温磷光，且最大延迟发射波长从575红移。 B4 的 nm 至 P4 的 637 nm。与苯基化合物单体相比，吡嗪基化合物单体的最高占据分子轨道与最低未占据分子轨道之间的能隙减小了0.07~1.37 eV，这是吡嗪基化合物发射红移的根本原因化合物。此外，与B4相比，P4晶体结构中较小的分子间距有利于层间电子转移，从而形成更延伸的贯通空间共轭，导致P4的红移发射。这项工作证明吡嗪是一种比苯更有效的发光体，可用于构建具有更长发射波长和更高量子产率的PL化合物，这对于指导有机PL材料的设计和制备具有重要意义。

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Pyrazine as a More Efficient Luminophore than Benzene for Producing Red-Shifted and Enhanced Photoluminescence

The development of organic photoluminescent (PL) materials with red-shifted and enhanced emissions is beneficial to promoting their applications. Luminescent materials based on aromatic heterocycles (e.g., pyrazine) usually have red-shifted and enhanced photoluminescence compared with phenyl-based luminescent materials. In this work, the photoluminescence behaviors of pyrazine and its derivatives (o-dichloro-, o-dicyano-, and dichlorodicyano-substituted) are compared with those of benzene and its derivatives. All compounds exhibit fluorescence emissions ranging from blue to yellow, and the fluorescence emissions of pyrazinyl compounds are more red-shifted than those of phenyl compounds. Except for the o-dicyano-substituted compound, pyrazinyl compounds exhibit stronger fluorescence emissions than corresponding phenyl compounds in both pure substances and ethanol solutions. In addition, both 5,6-dichloro-2,3-dicyanopyrazine (P4) and 4,5-dichloro-1,2-dicyanobenzene (B4) exhibit room temperature phosphorescence, and the maximum delayed emission wavelength is red-shifted from 575 nm of B4 to 637 nm of P4. The energy gaps between the highest occupied molecular orbital and the lowest unoccupied molecular orbital of the monomers of pyrazinyl compounds are reduced by 0.07–1.37 eV compared with the monomers of phenyl compounds, which is the fundamental reason for the red-shifted emissions of the pyrazinyl compounds. Moreover, compared to B4, the smaller molecular spacing in the P4 crystal structure facilitates interlayer electron transfer and hence the formation of more extended through-space conjugation, resulting in the red-shifted emission of P4. This work proves that pyrazine is a more efficient luminophore than benzene for constructing PL compounds with longer emission wavelengths and higher quantum yields, which are important in guiding the design and preparation of organic PL materials.

更新日期：2023-10-26

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