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主链型聚合路易斯酸家族:硼改性聚噻吩的合成及荧光传感性能

A family of main-chain polymeric Lewis acids: synthesis and fluorescent sensing properties of boron-modified polythiophenes.

作者信息

Sundararaman Anand, Victor Maria, Varughese Resmi, Jäkle Frieder

机构信息

Department of Chemistry, Rutgers University-Newark, 73 Warren Street, Newark, New Jersey 07102, USA.

出版信息

J Am Chem Soc. 2005 Oct 12;127(40):13748-9. doi: 10.1021/ja0537880.

DOI:10.1021/ja0537880
PMID:16201769
Abstract

A new family of main-chain organoborane polymeric Lewis acids (PTh-BAr) that contain Lewis acidic boron groups embedded into a polythiophene backbone has been prepared under mild conditions through tin-boron exchange reaction. When phenyl and pentafluorophenyl groups are attached to boron, blue and green luminescence is observed, respectively, while the attachment of ferrocenyl substituents leads to a characteristic red color. The incorporation of readily accessible highly Lewis acidic groups into the conjugated polymer backbone provides an opportunity for sensing of Lewis basic substrates. For instance, treatment of the polymer containing phenyl substituents on boron with pyridine leads to efficient quenching of the fluorescence, while the polymer containing ferrocenyl groups changes color from dark red to light orange.

摘要

通过锡-硼交换反应,在温和条件下制备了一类新型的主链有机硼聚合物路易斯酸(PTh-BAr),该聚合物的路易斯酸性硼基团嵌入到聚噻吩主链中。当苯基和五氟苯基连接到硼上时,分别观察到蓝色和绿色发光,而二茂铁基取代基的连接则产生特征性的红色。将易于获得的高路易斯酸性基团引入共轭聚合物主链为传感路易斯碱性底物提供了机会。例如,用吡啶处理硼上含有苯基取代基的聚合物会导致荧光有效猝灭,而含有二茂铁基的聚合物颜色则从深红色变为浅橙色。

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