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π-扩展十五苯并[9]螺旋烯中孔隙缺陷的影响

The Effects of Pore Defects in π-Extended Pentadecabenzo[9]helicene.

作者信息

Zhu Ke-Lin, Li Zhi-Ao, Liang Jiaqi, Zou Kang-Li, Shen Yun-Jia, Gong Han-Yuan

机构信息

College of Chemistry, Beijing Normal University, No. 19, XinWai St, HaiDian District, Beijing, 100875, China.

出版信息

Angew Chem Int Ed Engl. 2024 Oct 7;63(41):e202409713. doi: 10.1002/anie.202409713. Epub 2024 Sep 10.

Abstract

The introduction of precise pore defects into nanocarbon structures results in the emergence of distinct physicochemical characteristics. However, there is a lack of research on non-planar chiral nanographene involving precise pore defects. Herein, we have developed two analogues to the π-extended pentadecabenzo[9]helicene (EP9H) containing embedded pore defects. Each molecules, namely extended dodecabenzo[7]helicene (ED7H; 1) or extended nonabenzo[5]helicene (EN5H; 2), exhibits dual-state emission. Significantly, the value of |g| of 1 is exceptionally high at 1.41×10 in solution and B as 254 M cm. In PMMA film, |g| of 1 is 8.56×10, and in powder film, it is 5.00×10. This study demonstrates that nanocarbon molecules with pore defects exhibit dual-state emission properties while maintaining quite good chiral luminescence properties. It was distinguished from the aggregation-caused quenching (ACQ) effect corresponding to the nanocarbon without embedded defect. Incorporating pore defects into chiral nanocarbon molecules also simplifies the synthesis process and enhances the solubility of the resulting product. These findings suggest that the introduction of pore defects can be a viable approach to improve nanocarbon molecules.

摘要

在纳米碳结构中引入精确的孔隙缺陷会导致独特的物理化学特性出现。然而,对于涉及精确孔隙缺陷的非平面手性纳米石墨烯的研究却很匮乏。在此,我们开发了两种含有嵌入式孔隙缺陷的π-扩展十五苯并[9]螺旋烯(EP9H)类似物。每个分子,即扩展十二苯并[7]螺旋烯(ED7H;1)或扩展九苯并[5]螺旋烯(EN5H;2),都表现出双态发射。值得注意的是,1在溶液中的|g|值异常高,为1.41×10,在B为254 M cm时。在聚甲基丙烯酸甲酯(PMMA)薄膜中,1的|g|值为8.56×10,在粉末薄膜中为5.00×10。这项研究表明,具有孔隙缺陷的纳米碳分子在保持相当良好的手性发光特性的同时,表现出双态发射特性。它与不含嵌入式缺陷的纳米碳所对应的聚集诱导猝灭(ACQ)效应不同。将孔隙缺陷引入手性纳米碳分子还简化了合成过程并提高了所得产物的溶解度。这些发现表明,引入孔隙缺陷可能是改善纳米碳分子的一种可行方法。

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