Electrochemical synthesis, characterization and photophysics of a poly(fluorenylene vinylene) derivative

Gruber, Jonas; Li, Rosamaria W. C.; Aguiar, Luis H.J.M.C.; Garcia, Tiago L.; Oliveira, Hueder Paulo Moisés de; Atvars, Teresa Dib Zambon; Nogueira, Ana F.

doi:10.1016/j.synthmet.2005.10.021

Cited by 19 publications

(3 citation statements)

References 31 publications

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“…In recent years, intense research efforts have been dedicated to the synthesis and the study of soluble semiconducting π-conjugated polymers. − Because of their tunable photophysical and electronic properties − in combination with good processability, flexibility ,, and stability, , they hold high promise for advanced electronics and photonics. , A broad variety of applications have been proposed, including nonlinear optics, − optical information storage, organic light-emitting-diodes (OLEDs), − and electrochromic devices. , Particular attention is also given to organic field-effect transistors (OFETs) , and organic photovoltaics (OPVs). − …”

Section: Introductionmentioning

confidence: 99%

Synthesis and Photophysical and Electroluminescent Properties of Poly(1,4-phenylene–ethynylene)-alt-poly(1,4-phenylene–vinylene)s with Various Dissymmetric Substitution of Alkoxy Side Chains

et al. 2016

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The synthesis and characterization of a set of conjugated polymers, poly(1,4-phenylene–ethynylene)-alt-poly(1,4-phenylene–vinylene)s (PPE–PPVs), with a dissymmetrical configuration (partial or total) of alkoxy side chains is reported. Five new polymers bearing octyloxy and/or octadecyloxy side chains at the phenylene–ethynylene and phenylene–vinylene segments, respectively, were obtained. Two symmetrical substituted polymers were used for comparison. Polymers with weight-average molecular weight, Mw, up to 430 000 g/mol and degree of polymerization between 17 and 322 were obtained by a Horner–Wadsworth–Emmons olefination polycondensation reaction of the respective luminophoric dialdehydes and bisphosphonates. As expected, identical conjugated backbones in all polymers results in very similar photophysical response in dilute solution, with high fluorescence quantum yields between 50% and 80%. In contrast, the thin film properties are dependent on the combinatorial effects of side chain configuration, molecular weight, and film thickness parameters, which are the basis of the resulting comparison and discussion.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Photophysical and Electroluminescent Properties of Poly(1,4-phenylene–ethynylene)-alt-poly(1,4-phenylene–vinylene)s with Various Dissymmetric Substitution of Alkoxy Side Chains

et al. 2016

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“…By comparing with pristine polyfluorenes, the vinylene units in the polymer backbone induce a broadening absorption and a red-shifted photoluminescence emission. [24] routes for PPVs/PaVs synthesis, like Gilch,[25] Heck,[26] Horner-Emmos, [27] Suzuki-Heck cascade [24(c)], and acyclic diene metathesis (aDMET) polymerization [28] near to electrochemical [29] or stepwise divergent approach [30] have been applied for PVF homopolymer obtainment. It can be pointed out that the optical properties of this particular class of polymers are very sensitive to synthetic details and the thermal conversion process, which influence the chain length distribution, degree of interchain order, and isomeric properties.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and self-assembly of fluorene-vinylene alternating copolymers in “Hairy-Rod” architecture: side chain – mediated tuning of conformation, microstructure and photophysical properties

Colak

Cianga

Cianga³

et al. 2016

Designed Monomers and Polymers

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In the present work, we demonstrate that the side chain choice, as a tunable parameter, is an effective strategy to drive molecular ordering, packing motifs and overall microstructure of a conjugated polymer. By applying Wittig polycondensation novel 'rod-coil' structures, in 'hairy-rod' architecture, based on fluorenylene vinylene copolymers with well-defined oligomeric side chains were synthesized using 'T'-shaped or 'Cross'-shaped p-terphenyl macromonomers. The overall character of the copolymers was systematically varied by attaching of hydrophilic PEG 2000, hydrophobic polar oligo-ε-caprolactone or hydrophobic and non-polar oligostyrene side chains. Self-assembling of the copolymers by simple direct dissolution method was achieved in various solvents by modifying their selectivity in relation to the side chain or main chain. The morphology investigations demonstrated that unique nanofeatures obtained in each case (helical foldamers, vesicles, disks, or helical turns) depend on the nature, number, and position of the side chains which influence the photophysical properties. The 'hairy-rod' topology is also responsible for the selfassembly of the materials in molten state, as thermal analysis revealed, and the propensity of the new synthesized conjugated main chain for helical folding was evidenced, as well.

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“…These conjugated polymers are materials with a great variety of chemical structures, synthesized by distinct procedures, with multiple functionalities conferring different colors to operating devices, from violet to red [3][4][5][6][7][8][9][10][11][12][13][14]. Each one of these particular chemical structures may have distinct physical, chemical and electrical properties.…”

Section: Introductionmentioning

confidence: 99%

Study of solvent-conjugated polymer interactions by polarized spectroscopy: MEH–PPV and Poly(9,9′-dioctylfluorene-2,7-diyl)

Cossiello

Susman

Aramendı́a

et al. 2010

Journal of Luminescence

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Electrochemical synthesis, characterization and photophysics of a poly(fluorenylene vinylene) derivative

Cited by 19 publications

References 31 publications

Synthesis and Photophysical and Electroluminescent Properties of Poly(1,4-phenylene–ethynylene)-alt-poly(1,4-phenylene–vinylene)s with Various Dissymmetric Substitution of Alkoxy Side Chains

Synthesis and Photophysical and Electroluminescent Properties of Poly(1,4-phenylene–ethynylene)-alt-poly(1,4-phenylene–vinylene)s with Various Dissymmetric Substitution of Alkoxy Side Chains

Synthesis and self-assembly of fluorene-vinylene alternating copolymers in “Hairy-Rod” architecture: side chain – mediated tuning of conformation, microstructure and photophysical properties

Study of solvent-conjugated polymer interactions by polarized spectroscopy: MEH–PPV and Poly(9,9′-dioctylfluorene-2,7-diyl)

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