Poly[2,7-(9,9-dioctylfluorene)-alt-(5,5′-bithiophene/permethylated β-cyclodextrin) main-chain polyrotaxane: Synthesis, characterization and surface morphology

Stefanache, Andreea; Silion, Mihaela; Stoica, Iuliana; Fifere, Adrian; Harabagiu, Valeria; Farcas, Aurica

doi:10.1016/j.eurpolymj.2013.11.001

Cited by 18 publications

(16 citation statements)

References 45 publications

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“…[ 16,17,19,21,22 ] The use of permodifi ed CDs derivatives, which exhibit higher solubility in nonpolar organic solvents and lower propensity to aggregate formations [ 23,24 ] has been employed as an alternative supramolecular approach for the synthesis of polyrotaxanes with conjugated polymers. [25][26][27][28][29][30] Recently, permethylated αCD has been shown to produce PAMs main-chain polyrotaxanes with better solubility in common organic solvents and easier processability with respect to the nonrotaxane ones. [ 31 ] As a continuation of our previous studies, we decided to explore the effect of hexakis(2,3,6-trimethylsilyl) α-cyclodextrin (TMS-αCD), as an alternative approach to bring some benefi ts on the photophysical characteristics of PAMs.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical, and Morphological Properties of Azomethine‐Persylilated α‐Cyclodextrin Main‐Chain Polyrotaxane

Farcas¹,

Resmeriță²,

Aubert

et al. 2015

Macro Chemistry & Physics

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The synthesis of 2-rotaxane (3•TMS-αCD) through a condensation reaction between 3,5-diamino-1,2,4-triazole encapsulated into hexakis(2,3,6-trimethylsilyl) α-cyclodextrin cavity (TMS-αCD ) and 1-pyrenecarboxaldehyde is reported. The oxidative coupling of 3•TMS-αCD afforded then pyrene-triazole/TMS-αCD PAMs polyrotaxane (4•TMS-αCD) azomethine polyrotaxane. The optical, electrochemical, morphological, surface-free energies, as well as transport properties of 3•TMS-αCD and its corresponding 4•TMS-αCD polyrotaxane have been investigated and compared with those of the reference polymer pyrene-triazole azomethine. The polyrotaxane is soluble in toluene/dimethylformamide (DMF) 1:1, v/v, mixture and displays useful levels of thermal stability and higher fl uorescence quantum yield ( Φ PL ) in DMF solutions. Φ PL improvement is further refl ected in the fl uorescence lifetime ( τ F ), signifi cantly longer than that of the starting monomer 3•TMS-αCD (7.8 vs 0.89 ns). In addition, a smoother surface with the smaller grains uniformly distributed on the surface, as well as lower surface-free energy, combined with energy gap (3.32 vs 3.76 eV) represent noticeable advantages of azomethine backbones encapsulation by TMS-αCD.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Photophysical, and Morphological Properties of Azomethine‐Persylilated α‐Cyclodextrin Main‐Chain Polyrotaxane

Farcas¹,

Resmeriță²,

Aubert

et al. 2015

Macro Chemistry & Physics

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“…PF‐BT macromolecular compound was prepared by Suzuki cross‐coupling reaction from 1 and 2 in a 1/1 molar ratio . A small excess of 1 was then added, and finally, Br‐Ph was used as a monofunctional end‐capping reagent to introduce phenyl groups at both polymer chain ends .…”

Section: Resultsmentioning

confidence: 99%

“…PF‐BT alternating copolymer was prepared by Suzuki cross‐coupling polymerization of 9,9‐dioctylfluorene‐2,7‐bis(trimethyleneborate) ( 1 ) and 5,5′‐dibromo‐2,2′‐bithiophene ( 2 ) in toluene . At the end of reaction a slight excess of monomer 1 was added, followed by bromobenzene (Br‐Ph) as monofunctional end‐capping reagent instead of 3‐bromothiophene .…”

Section: Methodsmentioning

confidence: 99%

Structure and morphology of nanoporous zno and dark current‐Voltage characteristics of the glass/(TCO)/zno/poly[2,7‐(9,9‐dioctylfluorene)‐alt‐(5,5'‐bithiophene)/ag structure

Ghimpu

Potlog

Resmeriță³

et al. 2015

J of Applied Polymer Sci

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The hybrid organic‐inorganic structure based on glass/(TCO)/nanoporous ZnO/poly[2,7‐(9,9‐dioctylfluorene)‐alt‐(5,5′‐bithiophene)]/Ag that was prepared by physical deposition has been investigated. The structure of the nanostructured ZnO obtained by magnetron sputtering was confirmed by X‐ray diffractometry (XRD) and energy dispersive X‐ray spectroscopy (EDX). Scanning electron microscopy (SEM) analysis proved the existence of short and interconnected zinc oxide (ZnO) fibers, which form a continuous porous network with pores having an average diameter of 100 nm. Current‐voltage (I‐V) curves of the glass/TCO/ZnO/PF‐BT/Ag hybrid structure are similar to those of typical p‐n junctions and stable until 90°C temperature. According to the I‐V characteristics, the dominant mechanism of current flow is based on the generation‐recombination of carriers in the depletion region at low direct biases and also on the injection of carriers at high biases. The reverse branch of the I‐V characteristic, calculated in log‐log scale, shows one segment with a power coefficient of 3/2 at room temperature. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42415.

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“…In view of the rapid progress in calixarene chemistry, [72][73][74] as well as in that of cyclodextrins [75][76][77] and cucurbiturils, [78][79][80] promising for various applications, it seemed of interest to add the above described examples of calixarenes with modified meso bridges and the procedures leading to the synthesis of wide rim functionalized calixarenes; one may hope that they will to some extent enlarge knowledge in the calixarene area.…”

Section: Discussionmentioning

confidence: 99%

Calixarenes containing modified meso bridges

Deska¹,

Dondela²,

Śliwa³

2014

Arkivoc

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Poly[2,7-(9,9-dioctylfluorene)-alt-(5,5′-bithiophene/permethylated β-cyclodextrin) main-chain polyrotaxane: Synthesis, characterization and surface morphology

Cited by 18 publications

References 45 publications

Synthesis, Photophysical, and Morphological Properties of Azomethine‐Persylilated α‐Cyclodextrin Main‐Chain Polyrotaxane

Synthesis, Photophysical, and Morphological Properties of Azomethine‐Persylilated α‐Cyclodextrin Main‐Chain Polyrotaxane

Structure and morphology of nanoporous zno and dark current‐Voltage characteristics of the glass/(TCO)/zno/poly[2,7‐(9,9‐dioctylfluorene)‐alt‐(5,5'‐bithiophene)/ag structure

Calixarenes containing modified meso bridges

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