Materials 2010, 3(5), 3077-3091; doi:10.3390/ma3053077
Review

Fluorinated Poly(p-phenylenevinylene)s: Synthesis and Optical Properties of an Intriguing Class of Luminescent Polymers

1 Dipartimento di Chimica, Università degli Studi di Bari “Aldo Moro”, Via Orabona 4, Bari I-70125, Italy 2 Istituto di Chimica dei Composti Organometallici, CNR-ICCOM di Bari, Dipartimento di Chimica, Università degli Studi di Bari “Aldo Moro”, Via Orabona 4, Bari I-70125, Italy 3 Istituto per le Metodologie Inorganiche e dei Plasmi, CNR-IMIP di Bari, Dipartimento di Chimica, Università degli Studi di Bari “Aldo Moro”, Via Orabona 4, Bari I-70125, Italy
* Author to whom correspondence should be addressed.
Received: 18 February 2010; in revised form: 22 April 2010 / Accepted: 27 April 2010 / Published: 7 May 2010
(This article belongs to the Special Issue Organic Electronic Materials)
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Abstract: This review is an overview of our previous work on the synthesis and properties of poly(p-phenylenevinylene)s (PPVs) selectively fluorinated in different positions of the conjugated backbone. Both the synthetic challenges and the effects of functionalization with fluorine atoms on the optical behavior are discussed, highlighting the peculiarities and the interest of this class of conjugated polymers. A general polymerization protocol for PPVs, that is based on the Pd-catalyzed Stille cross-coupling reaction of bis-stannylated vinylene monomers with aromatic bis-halides, has been successfully extended to the synthesis of selectively fluorinated poly(p-phenylenevinylene)s. The properties of a series of these PPVs differing in the number and positions of the fluorine atoms on the conjugated backbone have been studied, even in comparison with the non-fluorinated counterparts. The intriguing optical features of the resulting materials are discussed considering not only the role of the electronic and steric effects induced by the fluorine substituents, but also the impact of the fluorination on the solid state organization and intermolecular interactions.
Keywords: poly(p-phenylenevinylene)s; conjugated polymers; organic semiconductors; fluorinated polymers; synthesis

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MDPI and ACS Style

Farinola, G.M.; Cardone, A.; Babudri, F.; Martinelli, C.; Naso, F.; Bruno, G.; Losurdo, M. Fluorinated Poly(p-phenylenevinylene)s: Synthesis and Optical Properties of an Intriguing Class of Luminescent Polymers. Materials 2010, 3, 3077-3091.

AMA Style

Farinola GM, Cardone A, Babudri F, Martinelli C, Naso F, Bruno G, Losurdo M. Fluorinated Poly(p-phenylenevinylene)s: Synthesis and Optical Properties of an Intriguing Class of Luminescent Polymers. Materials. 2010; 3(5):3077-3091.

Chicago/Turabian Style

Farinola, Gianluca M.; Cardone, Antonio; Babudri, Francesco; Martinelli, Carmela; Naso, Francesco; Bruno, Giovanni; Losurdo, Maria. 2010. "Fluorinated Poly(p-phenylenevinylene)s: Synthesis and Optical Properties of an Intriguing Class of Luminescent Polymers." Materials 3, no. 5: 3077-3091.

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