Synthesis and characterization of a new soluble, structurally well-defined conjugated polymer alternating regioregularly alkylated thiophene oligomer and 2,2′-bipyridine units:: Metal-free form and Ru(II) complex
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作者:
Trouillet, L
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CEA Grenoble, EMSI, SI3M, Dept Rech Fondamentale Mat Condensee, F-38054 Grenoble 09, FranceCEA Grenoble, EMSI, SI3M, Dept Rech Fondamentale Mat Condensee, F-38054 Grenoble 09, France
Trouillet, L
[1
]
De Nicola, A
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CEA Grenoble, EMSI, SI3M, Dept Rech Fondamentale Mat Condensee, F-38054 Grenoble 09, FranceCEA Grenoble, EMSI, SI3M, Dept Rech Fondamentale Mat Condensee, F-38054 Grenoble 09, France
De Nicola, A
[1
]
Guillerez, S
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CEA Grenoble, EMSI, SI3M, Dept Rech Fondamentale Mat Condensee, F-38054 Grenoble 09, FranceCEA Grenoble, EMSI, SI3M, Dept Rech Fondamentale Mat Condensee, F-38054 Grenoble 09, France
Guillerez, S
[1
]
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[1] CEA Grenoble, EMSI, SI3M, Dept Rech Fondamentale Mat Condensee, F-38054 Grenoble 09, France
The Pd-catalyzed Stille cross-coupling reaction has been used to synthesize novel pi-conjugated polymers based on regioregular 3-(octylthiophene) tetramers alternated with either 2,2'-bipyridine or its Ru(II) complex (Ru(bipy)(3)(2+)). A preliminary optimization of the cross-coupling conditions enabled the synthesis of high molecular, structurally defined, and defect-free copolymers. Both are well-soluble in common organic solvents, which allowed their easy characterization by standard H-1 NMR and UV-visible spectroscopies as well as by electrochemical techniques. Interestingly, H-1 NMR spectra not only confirmed the structure of the synthesized polymers but also contributed to estimating the length of polymer chains together with gel permeation chromatography and light-scattering experiments. UV-visible experiments indicated that the delocalization of pi-orbitals occurs efficiently in our conjugated structures and involves both oligothiophene and metal-free or ruthenium chelating bipyridine units, while electrochemical experiments revealed electronic interactions between the conjugated backbone and the ruthenium complexes in the metal-containing polymer.
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Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany
Kirschbaum, T
;
Azumi, R
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Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany
Azumi, R
;
Mena-Osteritz, E
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Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany
Mena-Osteritz, E
;
Bäuerle, P
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Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany
机构:
Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany
Kirschbaum, T
;
Azumi, R
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Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany
Azumi, R
;
Mena-Osteritz, E
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Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany
Mena-Osteritz, E
;
Bäuerle, P
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Univ Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, GermanyUniv Ulm, Abt Organ Chem Organ Mat & Combinatorial Chem 2, D-89081 Ulm, Germany