Martinelli Carmela, Farinola Gianluca M, Pinto Vita, Cardone Antonio
Istituto di Chimica dei Composti OrganoMetallici CNR-ICCOM di Bari, Via Orabona 4, Bari I-70125, Italy.
Deparment of Chemistry, Università degli Studi di Bari "Aldo Moro", Via Orabona 4, Bari I-70125, Italy.
Materials (Basel). 2013 Mar 25;6(4):1205-1236. doi: 10.3390/ma6041205.
In this review, the main synthetic aspects and properties of fluorinated arylenevinylene compounds, both oligomers and polymers, are summarized and analyzed. Starting from vinyl organotin derivatives and aryl halides, the Stille cross-coupling reaction has been successfully applied as a versatile synthetic protocol to prepare a wide series of π-conjugated compounds, selectively fluorinated on the aromatic and/or vinylene units. The impact of fluoro-functionalization on properties, the solid state organization and intermolecular interactions of the synthesized compounds are discussed, also in comparison with the non-fluorinated counterparts. Luminescent and photovoltaic applications are also discussed, highlighting the role of fluorine on the performance of devices.
在本综述中,对氟化亚芳基乙烯化合物(包括低聚物和聚合物)的主要合成方面及其性质进行了总结和分析。从乙烯基有机锡衍生物和芳基卤化物出发,施蒂勒交叉偶联反应已成功用作一种通用的合成方法,以制备一系列在芳族和/或亚乙烯基单元上选择性氟化的π共轭化合物。还讨论了氟官能化对合成化合物的性质、固态结构和分子间相互作用的影响,并与未氟化的对应物进行了比较。此外还讨论了发光和光伏应用,突出了氟在器件性能方面的作用。