Facile Synthesis of Soluble Multifunctional Polyalkylthiophenes

Lanzi, Massimiliano; Paganin, Luisa; Costa-Bizzarri, Paolo; Della-Casa, Carlo; Fraleoni, Alessandro

doi:10.1002/1521-3927(20020701)23:10/11<630::aid-marc630>3.0.co;2-9

Cited by 26 publications

(23 citation statements)

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“…Polymers bearing the -Br functionality at the end of the side chain also proved to be versatile intermediates for the preparation of a wide range of polythiophenic derivatives. [6] The fully soluble P0 was synthesized by direct oxidative polymerization with FeCl 3 using the same reaction medium as for the synthesis of P1. The feed ratio of 85:15 for comonomers 3-hexylthiophene and 3-(6-bromohexyl)thiophene [14] was the same in P0 as for the other polymerization, and a 57% yield was obtained.…”

Section: Resultsmentioning

confidence: 99%

“…This pathway may nevertheless be useful for preparing terpolymers by substituting the residual bromine with a further post-functionalization reaction and employing reagents with a nucleophilic power greater than that of the N-ethylaniline. [6] NLO Activity…”

Section: Resultsmentioning

confidence: 99%

“…[5] The preparation of soluble multifunctional polyalkylthiophenes by post-functionalization of a reactive homopolymeric precursor yielding well-soluble copolymers has been previously reported by us. [6] The present study aims at extending the investigation to other thiophenic copolymers bearing the chromophore 4-ethylanilino-4 0 -nitroazobenzene (Chr) in the side chain (see Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

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Versatile Synthesis of Soluble Multifunctional Thiophene Copolymers with NLO Activity

Costa-Bizzarri

Lanzi

Paganin

et al. 2003

Macro Chemistry & Physics

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Functionalized second‐order nonlinear optical (NLO) thiophene copolymers were synthesized. Two elegant syntheses based on the post‐functionalization of polymeric precursors obtained by oxidative polymerization were developed, leading to copolymers that proved to be fully soluble in common organic solvents. The new materials were characterized by NMR, FT‐IR, and UV‐vis spectroscopies, gel permeation chromatography (GPC), and thermogravimetric analysis (TGA). Moreover, the NLO activity of the new materials, as determined by corona poling alignment and second harmonic generation (SHG) measurements, showed a good agreement between the second‐order NLO coefficient and the chromophore concentration.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Versatile Synthesis of Soluble Multifunctional Thiophene Copolymers with NLO Activity

Costa-Bizzarri

Lanzi

Paganin

et al. 2003

Macro Chemistry & Physics

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“…[10]. The chemical synthesis of PT6Br* has been described elsewhere [11]. Anhydrous acetonitrile (ACN) was from Aldrich, 99.9% pure, packaged under nitrogen.…”

Section: Chemicalsmentioning

confidence: 99%

“…The frequencies and assignments of IR absorption bands of PT6Br have been compared to the characteristic signals of the analogous polymer obtained by chemical synthesis PT6Br * [11]. The absence of the band at 3100 cm −1 ascribable to the aromatic C-H ␣ stretching of the T6Br monomer, together with the presence of the clear bands at 3056 (aromatic C-H ␤ stretching) and at 826 cm −1 (thiophenic C-H ␤ bending out of plane) show that the polymerization in both cases occurred in ␣-␣ position.…”

Section: Surface Morphology and Ft-ir Characterizationmentioning

confidence: 99%

Electrochemical synthesis and characterization of poly[3-(ω-bromoalkyl)thiophene]s

Ballarin

Lanzi

Paganin

et al. 2007

Electrochimica Acta

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A regioregular polythiophene–fullerene for polymeric solar cells

Lanzi

Salatelli

Benelli

et al. 2015

J of Applied Polymer Sci

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In this article, we present the synthesis and characterization of a new thiophenic copolymer bearing the C 60 fullerene directly linked to the end of a hexamethylenic side chain. This copolymer was prepared with good yield using a simple and straightforward post-polymerization functionalization procedure applied on a soluble regioregular polymeric precursor obtained by regiospecific organometallic coupling. Copolymer structural and photophysical properties were investigated by gel permeation chromatography, thermal analysis (DSC and TGA), NMR, IR, UV-Vis, and atomic force spectroscopy. The double-cable copolymer possesses good solubility in common organic solvents, high filmability, thermal stability, and low segmental aggregation tendency. It was tested as a photoactive layer in a polymeric solar cell showing a power conversion efficiency under 100 mW cm 22 AM 1.5 illumination higher than 4%, more than that of the reference cell made with the conventionally used P3HT/PCBM blend.

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Facile Synthesis of Soluble Multifunctional Polyalkylthiophenes

Cited by 26 publications

References 0 publications

Versatile Synthesis of Soluble Multifunctional Thiophene Copolymers with NLO Activity

Versatile Synthesis of Soluble Multifunctional Thiophene Copolymers with NLO Activity

Electrochemical synthesis and characterization of poly[3-(ω-bromoalkyl)thiophene]s

A regioregular polythiophene–fullerene for polymeric solar cells

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