Morphology and properties of a polyrotaxane based on γ-cyclodextrin and a polyfluorene copolymer

Farcas, Aurica; Ghosh, Indrajit; Jarroux, Nathalie; Harabagiu, Valeria; Guégan, Philippe; Nau, Werner M.

doi:10.1016/j.cplett.2008.09.058

Cited by 23 publications

(26 citation statements)

References 26 publications

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“…The construction of mechanically interlocked molecules, such as rotaxanes and polyrotaxanes, was also investigated as a method of further improvement of electronic properties through insulating the backbones of conjugated polymers for controlling intermolecular interactions 22–31. These studies revealed an attractive approach to achieve higher degree of control over molecular rigidity, prevention of aggregation, fluorescence efficiency, improved solubility, and surface‐morphological properties of the resulting conjugated polyrotaxanes 24–31…”

Section: Introductionmentioning

confidence: 99%

“…The combined D‐A effects associated with rotaxane formation is expected to improve the fluorescent quantum yields and surface‐morphological characteristics of conjugated polymers. We have recently exemplified such improvement of the solubility as well as of the photophysical and thermal properties of polyrotaxanes based on conjugated polymers, as compared with their noncomplexed homologues 24–26, 30, 31…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and electro‐optical properties of polyfluorene modified with randomly distributed electron‐donor and rotaxane electron‐acceptor structural units in the main chain

Farcas¹,

Janietz

Harabagiu³

et al. 2013

J. Polym. Sci. A Polym. Chem.

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Polyfluorene PF center dot CD rotaxane copolymer, composed of randomly distributed 9,9-dioctylfluorene, methyltriphenylamine (electron-donating) and 9-dicyanomethylenefluorene complexed with -cyclodextrin (CD) (electron-accepting) structural units, has been synthesized by Suzuki cross-coupling reaction. The chemical structures were proved by FTIR and 1H NMR spectroscopy. The surface morphology, thermal, optical, electrochemical behavior, and adhesion characteristics of the obtained rotaxane copolymer have been investigated and compared with those of the nonrotaxane counterpart (PF). Relatively high fluorescence efficiency, almost identical normalized absorbance maximum in solution and solid-state of PF center dot CD rotaxane copolymer, and a more uniform and smoother surface with lower adhesion forces provides the role of CD encapsulation on the lower aggregation propensity. PF center dot CD and PF copolymers exhibit n- and p-doping processes and blue-light emission in the film state. The optical and electrochemical band gaps (Eg), as well as the highest occupied molecular orbital/lowest unoccupied molecular orbital positions in an energetic diagram indicate that both copolymers are promising blue-emitting electroluminescent materials

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and electro‐optical properties of polyfluorene modified with randomly distributed electron‐donor and rotaxane electron‐acceptor structural units in the main chain

Farcas¹,

Janietz

Harabagiu³

et al. 2013

J. Polym. Sci. A Polym. Chem.

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“…To make a high‐performance separation membrane, it is essential to study the membrane formation procedure which is an important issue in membrane research. The thermodynamic properties of the casting solution and coagulation pairs play a very important role on the structure and performance of a membrane prepared by immersion precipitation 10, 11. Different ternary systems result in different membranes with different structures 12, 13.…”

Section: Introductionmentioning

confidence: 99%

Preparation and characterization of polysulfone–cyclodextrin composite nanofiltration membrane: Solvent effect

Baruah

Hazarika

Borthakur

et al. 2012

J of Applied Polymer Sci

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a-Cyclodextrin membranes were prepared by the phase inversion method using four types of casting solvents such as N-methyl pyrrolidone (NMP), dimethyl sulfoxide (DMSO), dimethyl acetamide (DMAc), and dimethyl formamide (DMF) herein-after termed as a-CD-NMP, a-CD-DMSO, a-CD-DMAc, and a-CD-DMF, respectively. The membranes were characterized by IR, XRD, TGA-DTA, DSC, and SEM analysis and show that solvents like NMP, DMA, DMF give good uniform morphological membranes and are better than that of DMSO. Thermal decompositions of the pure polymer and composite membranes indicate different range of thermal degradation of the membrane. This study reveals that the casting solvents NMP, DMF, DMAC have nearly same significant effect on morphology and other properties of the membranes. This is explained in terms of demixing behavior of the polymer and the combined effect of solvent volatility and polymer-solvent interactions as estimated from Hansen solubility parameter. Solvent hydrophobicity also affects the performance of the membrane and can be determined in terms of water permeability.

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“…We have already reported the preparation of fluorene copolymers with the ninth position of fluorene structural units protected by a persilylated γ‐cyclodextrin (γ‐CD) macrocycle 22. The rotaxane copolymer showed good solubility in nonpolar solvents and ultraviolet–visible (UV–vis) absorption in the blue region.…”

Section: Introductionmentioning

confidence: 99%

Polyfluorene copolymer with a multiply blocked rotaxane architecture in the main chain: Synthesis and characterization

Farcas¹,

Jarroux

Guégan

et al. 2008

J of Applied Polymer Sci

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To improve the physical properties of polymer materials, a novel copolymer with a multiply blocked rotaxane architecture in the main chain was synthesized through Suzuki dehalogenative polycondensation from a 2,7-dibromofluorene/c-cyclodextrin (c-CD) inclusion complex and 9,9-dioctylfluorene-2,7-trimethylene diborate in the presence of a tetrakis(triphenylphosphine)palladium (0) catalyst. As demonstrated by computational calculations, the dioctyl groups were large enough to prevent the dethreading of c-CD molecules. A copolymer polyrotaxane with a c-CD/structural unit ratio as high as 1/1.4 and a bimodal molecular weight distribution was obtained, as proved by its 1 H-NMR spectrum and size exclusion chromatography curve, respectively. The polyrotaxane showed lower thermal stability and higher solubility in polar solvents in comparison with the noncomplexed homologue.The fluorescence spectra of both the complexed and noncomplexed copolymers exhibited typical well-resolved blue emission bands that arose from the fluorene chromophore units. In dimethylformamide solutions, the ratio of the intensities of the peaks of the emission spectra (emission spectra intensities 413 for the 0-0 band and emission spectra intensities 437 for the 0-1 band) was higher for the polyrotaxane than the noncomplexed copolymer, and this demonstrated a reduced quenching effect of the environment induced by the protection of the polymer chain by the macrocycle.

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Morphology and properties of a polyrotaxane based on γ-cyclodextrin and a polyfluorene copolymer

Cited by 23 publications

References 26 publications

Synthesis and electro‐optical properties of polyfluorene modified with randomly distributed electron‐donor and rotaxane electron‐acceptor structural units in the main chain

Synthesis and electro‐optical properties of polyfluorene modified with randomly distributed electron‐donor and rotaxane electron‐acceptor structural units in the main chain

Preparation and characterization of polysulfone–cyclodextrin composite nanofiltration membrane: Solvent effect

Polyfluorene copolymer with a multiply blocked rotaxane architecture in the main chain: Synthesis and characterization

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