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新型喹啉染料的简便合成与光物理表征

Facile Synthesis and Photophysical Characterization of New Quinoline Dyes.

作者信息

Santos Giovanny Carvalho Dos, de Andrade Bartolomeu Aloisio, Ximenes Valdecir Farias, da Silva-Filho Luiz Carlos

机构信息

Laboratory of Organic Synthesis and Processes (LOSP), Department of Chemistry, Faculty of Sciences, São Paulo State University (UNESP), 17033-360, Bauru, São Paulo, Brazil.

出版信息

J Fluoresc. 2017 Jan;27(1):271-280. doi: 10.1007/s10895-016-1954-5. Epub 2016 Oct 27.

Abstract

This paper describes the synthesis of new quinoline derivatives, molecules that has been long interest in the organic and medicinal chemistry. Through the Multicomponent Reaction (MCR), an important tool in modern synthetic methodology, that generate products with good structural complexity, in addition to economy of atoms and selectivity, we provide easy access to the preparation of quinoline derivatives. The reactions were promoted by niobium pentachloride, as a Lewis acid. Subsequently, the synthesis of new aminoquinoline derivatives with good yields was performed using Pd/C and hydrazine. The photophysical investigations of quinoline derivatives show the substituent effect on the optical properties characterization was done by absorption and photoluminescence measurements with quantum yields of up to 83 %, the presence of the amino group at position 6 at the quinoline backbone was crucial for obtaining these increased quantum yields. Results show that these molecules may have potential use for a variety of applications and mainly attracts attention because of its wide potential of applicability in optoelectronic devices.

摘要

本文描述了新型喹啉衍生物的合成,这类分子长期以来一直是有机化学和药物化学领域的研究热点。通过多组分反应(MCR)这一现代合成方法中的重要工具,该方法除了具有原子经济性和选择性外,还能生成具有良好结构复杂性的产物,我们实现了喹啉衍生物的简便制备。反应由五氯化铌作为路易斯酸促进。随后,使用钯碳和肼以良好的产率合成了新型氨基喹啉衍生物。喹啉衍生物的光物理研究表明,通过吸收和光致发光测量对取代基对光学性质的影响进行了表征,量子产率高达83%,喹啉主链6位上氨基的存在对于获得这些提高的量子产率至关重要。结果表明,这些分子可能具有多种潜在用途,并且主要因其在光电器件中广泛的潜在适用性而受到关注。

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