Optical study of the formation of pyrrolo[2,3-d]pyrimidine-based fluorescent nanoaggregates

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• 作者：Lina Skard?i¨±t? ; Karolis Kazlauskas ; Jelena Dodonova ; Jonas Bucevi?ius ; Sigitas Tumkevi?ius ; Saulius Jur??nas
• 关键词：Pyrrolo[2 ; 3-d]pyrimidines ; Fluorescent organic nanoparticles ; Fluorescence turn-on ; Oligoarylenes
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：18 November, 2013
• 年：2013
• 卷：69
• 期：46
• 页码：9566-9572
• 全文大小：1001 K

文摘

Pyrrolo[2,3-d]pyrimidine derivatives possessing different sterically-hindered end-groups at position 7 of the heterocycle were studied and compared with respect to nanoaggregate formation ability by the reprecipitation method in aqueous solutions. The emergence of nanoaggregates with an increasing water fraction in THF/water mixture was traced by observing sudden changes in spectral and transient fluorescence dynamics accompanied by fluorescence efficiency turn-on. The aggregation induced emission with a maximal 20-fold emission efficiency enhancement was obtained. Tuning of the nanoaggregates sizes from about 50?nm to 600?nm by increasing the THF/water ratio was revealed by electron microscopy. Almost perfect spherical shapes of the nanoaggregates and their structureless fluorescence bands similar to those of their neat amorphous films suggested an amorphous-like nature of the pyrrolo[2,3-d]pyrimidine-based nanoparticles.