Alternating copolymers of oligoarylenes and naphthalene bisimides as low band gap semiconductors: Synthesis, electrochemical and spectroelectrochemical behavior
Identifieur interne : 006D50 ( Main/Exploration ); précédent : 006D49; suivant : 006D51Alternating copolymers of oligoarylenes and naphthalene bisimides as low band gap semiconductors: Synthesis, electrochemical and spectroelectrochemical behavior
Auteurs : Pawel Gawrys [Pologne] ; Anna Zoltowska [Pologne] ; Malgorzata Zagorska [Pologne] ; Adam Pron [France]Source :
- Electrochimica acta [ 0013-4686 ] ; 2011.
Descripteurs français
- Pascal (Inist)
- Copolymère alterné, Polymère électroactif, Imide copolymère, Semiconducteur, Synthèse chimique, Spectroélectrochimie, Thiophène dérivé copolymère, Spectrométrie UV visible, Propriété électrochimique, Voltammétrie cyclique, Semiconducteur organique, Polymère conducteur, Naphtalène-1,4,5,8-tétracarboximide dérivé, Benzo[lmn][3,8]phénanthroline-1,3,6,8-tétraone dérivé.
English descriptors
- KwdEn :
Abstract
Three novel electroactive copolymers, consisting of alternating naphthalene bisimide and oligoarylene segments have been synthesized and studied by cyclic voltammetry and UV-vis-NIR spectroelectrochemistry. These studies show that the conjugation between both copolymer segments is very weak and the reduction of the bisimide part is essentially uninfluenced by the oligoarylene segment. The oxidation of the oligoarylene segment strongly depends on its length but is not affected by the presence of the bisimide part. The HOMO levels, determined electrochemically are systematically below -5.0 eV with respect to the vacuum level, changing from -5.45 eV for poly[1,4-phenylene-(4,3'(4'),3"-trioctyl-2,2',5',2"-terthiophene-5,5"-diyl)-1,4-phenylene-1,4,5,8-naphthalenediimide-N,N'-diyl] (6) to -5.50 eV in poly[1,4-phenylene-(4,4'-dioctyl-2,2'-bithiophene-5,5'-diyl)-1,4-phenylene-1,4,5,8-naphthalenediimide-N,N'-diyl] (5) and -5.84eV for poly[1,4-phenylene-(3,4-dioctylthiophene-2,5-diyl)-1,4-phenylene-1,4,5,8-naphthalenediimide-N,N'-diyl] (4). The LUMO levels in all three cases are close to -4.0 eV. The obtained results clearly indicate that 5 and 6 are good candidates for the fabrication of ambipolar transistors operating in air whereas 4 can be considered as an active component of n-channels FETs.
Affiliations:
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Le document en format XML
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<term>Electrochemical properties</term>
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<front><div type="abstract" xml:lang="en">Three novel electroactive copolymers, consisting of alternating naphthalene bisimide and oligoarylene segments have been synthesized and studied by cyclic voltammetry and UV-vis-NIR spectroelectrochemistry. These studies show that the conjugation between both copolymer segments is very weak and the reduction of the bisimide part is essentially uninfluenced by the oligoarylene segment. The oxidation of the oligoarylene segment strongly depends on its length but is not affected by the presence of the bisimide part. The HOMO levels, determined electrochemically are systematically below -5.0 eV with respect to the vacuum level, changing from -5.45 eV for poly[1,4-phenylene-(4,3'(4'),3"-trioctyl-2,2',5',2"-terthiophene-5,5"-diyl)-1,4-phenylene-1,4,5,8-naphthalenediimide-N,N'-diyl] (6) to -5.50 eV in poly[1,4-phenylene-(4,4'-dioctyl-2,2'-bithiophene-5,5'-diyl)-1,4-phenylene-1,4,5,8-naphthalenediimide-N,N'-diyl] (5) and -5.84eV for poly[1,4-phenylene-(3,4-dioctylthiophene-2,5-diyl)-1,4-phenylene-1,4,5,8-naphthalenediimide-N,N'-diyl] (4). The LUMO levels in all three cases are close to -4.0 eV. The obtained results clearly indicate that 5 and 6 are good candidates for the fabrication of ambipolar transistors operating in air whereas 4 can be considered as an active component of n-channels FETs.</div>
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