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具有一维聚集诱导红色发光性质的吖啶酮衍生物。

Quinoacridine derivatives with one-dimensional aggregation-induced red emission property.

机构信息

State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, PR China.

出版信息

Langmuir. 2012 Jan 17;28(2):1439-46. doi: 10.1021/la202755z. Epub 2011 Dec 23.

DOI:10.1021/la202755z
PMID:22149176
Abstract

A new series of acceptor-donor-acceptor (A-D-A) type quinoacridine derivatives (1-3) with aggregation-induced red emission properties were designed and synthesized. In these compounds, the electron-withdrawing 2-(3,5-bis(trifluoromethyl)phenyl)acetonitrile groups act as electron-accepting units, while the alkyl-substituted conjugated core acts as electron-donating units. The restriction of intramolecular rotation was responsible for the AIE behavior of compounds 1-3. All compounds were employed as building blocks to fabricate one-dimensional (1-D) organic luminescent nano- or microwires based on reprecipitation or slow evaporation approaches. Morphological transition from zero-dimensional (0-D) hollow nanospheres to 1-D nanotubes has been observed by recording SEM and TEM images of aggregated sates of compound 2 in THF/H(2)O mixtures at different aging time. It was demonstrated that the synthesized compounds with different lengths of alkyl chains displayed different wire formation properties. The single-crystal X-ray analysis of compound 2 provided reasonable explanation for the formation of 1-D nano- or microstructures.

摘要

设计并合成了一类具有聚集诱导红发光性质的新型给体-受体-给体(A-D-A)型醌吖啶衍生物(1-3)。在这些化合物中,吸电子的 2-(3,5-双(三氟甲基)苯基)乙腈基团作为电子受体单元,而经取代的共轭核作为电子供体单元。分子内旋转的受限导致了化合物 1-3 的聚集诱导发光行为。所有化合物都被用作构建块,通过沉淀或缓慢蒸发的方法制备基于一维(1-D)有机发光纳米线或微米线。通过记录化合物 2 在 THF/H2O 混合物中不同老化时间的聚集态的 SEM 和 TEM 图像,观察到从零维(0-D)空心纳米球到一维(1-D)纳米管的形态转变。结果表明,具有不同链长的合成化合物表现出不同的线材形成性质。化合物 2 的单晶 X 射线分析为一维纳米或微结构的形成提供了合理的解释。

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