A novel polyfluorene derivative electrodeposited by direct anodic oxidation of 9-bromofluorene in boron trifluoride diethyl etherate and trifluoroacetic acid

Nie, Guangming; Cai, Tao; Qu, Liangyan; Xu, Jingkun; Wei, Qingli; Zhang, Shusheng

doi:10.1016/j.jelechem.2007.09.025

Cited by 24 publications

(14 citation statements)

References 49 publications

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“…According to Figure 5, the excitation spectra of PDCF can be found at 440 nm, while the obvious peaks of emission spectra mainly locates at 545 nm. In this experiment, the fluorescence quantum yield of as‐formed PDCF in DMSO is measured to be 0.553 according to eq 1, which is much higher than poly(5‐fluoroindole) (=0.18),25 poly(9‐bromofluorene) (=0.396),28 and poly(9‐aminofluorene) (=0.44) 29. The corresponding photochemical stability of PDCF was also measured, which can be seen in Figure 5 (dashed line).…”

Section: Resultsmentioning

confidence: 92%

“…It is well‐known that high‐quality polythiophene and its derivatives,21, 22 polyindole and its derivatives,23–25 PFe and its derivatives20, 26–29 can be produced by direct anodic oxidation of corresponding monomers in boron trifluoride diethyl etherate (BFEE) with good electrical and thermal properties 30. BFEE, a middle strong Lewis acid, is a coordination complex obtained from BF 3 and diethyl ether (EE) in 1:1 equiv.…”

Section: Introductionmentioning

confidence: 99%

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Facile electrochemical preparation of poly(9,9‐dichlorofluorene), a new polyfluorene derivative as green light emitter

Nie

Guo

Wang

et al. 2010

J. Polym. Sci. A Polym. Chem.

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High-quality poly(9,9-dichlorofluorene) (PDCF), a new part soluble polyfluorene derivative, was easily synthesized electrochemically by direct anodic oxidation of 9,9dichlorofluorene (DCF) in boron trifluoride diethyl etherate (BFEE) containing 15% (by volume) trifluoroacetic acid (TFA). It was hard for DCF to deposit on the electrode in neutral solvents such as CH 3 CN system. This methodology may help promotion of researches to reveal unknown properties and applications of polyfluorene materials. PDCF films with conductivity of 3.3 Â 10 À2 S cm À1 obtained from this media show good redox activity and thermal stability. The structure and morphology of the polymer were studied by UV-vis, FTIR, 1 H NMR spectra, and scanning electron microscopy, respectively. The results of quantum chemistry calculations and the spectroscopies of dedoped PDCF indicate that the polymerization of DCF mainly occurs via C (2) and C (7) position. Fluorescent spectral studies indicate that PDCF film with high fluorescence quantum yields and photochemical stability is a novel green light emitter.

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Section: Resultsmentioning

confidence: 92%

Section: Introductionmentioning

confidence: 99%

Facile electrochemical preparation of poly(9,9‐dichlorofluorene), a new polyfluorene derivative as green light emitter

Nie

Guo

Wang

et al. 2010

J. Polym. Sci. A Polym. Chem.

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“…Interest in the area of semiconducting polymers for organic electronics applications has intensified during the past few decades as a consequence of their advantages over conventional inorganic materials, such as their solubility and good film‐forming properties, of the improvements in the electronic properties through chemical structure modification of the conjugated backbones, of the possibility of preparation on both rigid and flexible substrates, facile synthesis, and low‐cost processing . Several studies have focused on designing new semiconducting polymers such as functional oligothiophenes, or polythiophenes, fluorene oligomers and polymers (PFs), or blends of poly(ethylenedioxythiophene)/poly(styrenesulfstyrenesulfonate) . Unfortunately, the use of these materials is often affected by several limitations including undesirable aggregation, which leads to low photoluminescence quantum yield values (PLQE).…”

Section: Introductionmentioning

confidence: 99%

Effect of permodified β-cyclodextrin on the photophysical properties of poly[2,7-(9,9-dioctylfluorene)-alt-(5,5′-bithiophene)] main chain polyrotaxanes

Farcas¹,

Tregnago

Resmeriță³

et al. 2013

J. Polym. Sci. Part A: Polym. Chem.

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The photophysical properties of two polyrotaxanes (PFBTh•PSbCD and PFBTh•PMebCD) composed of fluorene and bithiophene encapsulated into permodified b-cyclodextrin cavities have been investigated and compared with those of the reference PFBTh. Rotaxane formation results in improvements of the thermal stability, solubility in common organic solvents, as well as better film forming ability combined with a high transparency. As expected PFBTh and its encapsulated forms absorb at wavelengths beyond 510 nm, and time-resolved photoluminescence (PL) in solution shows a well-define vibronic structures with a predominance of the 0-0 transitions and an energy difference of 0.16 eV. The fluorescence lifetimes follow a monoexponential decay with a value s 5 630 6 30 ps. Atomic force microscopy, AFM, indicated a tendency of polyrotaxanes to organize into fibers. The advancing contact angles indicated higher surface hydrophobicity and lower surface free-energy values for polyrotaxanes compared with their unthreaded analogues. The device based on PFBTh•PSbCD:PCBM in a 1/1 w/w ratio under simulated AM 1.5G illumination at 100 mW cm 22 exhibited improved photovoltaic parameters of cells, resulted in high V oc (0.68 V), J sc (1.65 mA cm 22 ), FF (31.6%), and PCE (0.35) values, compared with PFBTh or PFBTh•PMebCD, respectively.

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“…There were no other reports on the electrochemical polymerization of the Ph monomer directly in boron trifluoride diethyl etherate (BFEE) except for one article. 10 It is well known that free-standing films of polythiophene and its derivatives, 11,12 poly(para-phenylene), 13 and polyfluorene and its derivatives [14][15][16] can be produced by the direct anodic oxidation of the corresponding monomers in BFEE with better properties. Under these circumstances, BFEE serves not only as the solvent and but also as the supporting electrolyte, and no other supporting electrolyte is needed.…”

Section: Introductionmentioning

confidence: 99%

Direct low‐potential electropolymerization of 9,10‐dihydrophenanthrene in boron trifluoride diethyl etherate

Nie

Zhou

Zhang

et al. 2010

J of Applied Polymer Sci

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High-quality poly(9,10-dihydrophenanthrene) (PPh) with good fluorescence properties was synthesized electrochemically by the direct anodic oxidation of 9,10-dihydrophenanthrene in boron trifluoride diethyl etherate (BFEE). PPh films obtained from BFEE-based electrolytes showed good electrochemical behavior and good thermal stability with an electrical conductivity of 2.2 Â 10 À3 S/cm; this indicated that BFEE was a better medium for the electrosyntheses of PPh films. Dedoped PPh films were soluble in CH 2 Cl 2 , dimethylformamide, and dimethyl sulfoxide. The structure and morphology of the polymer were also characterized by ultraviolet-visible spectroscopy, Fourier transform infrared spectroscopy, 1 H-NMR spectroscopy, and scanning electron microscopy, respectively, which indicated the polymerization mainly occurred at the C (2) and C (7) positions. Fluorescent spectral studies indicated that PPh was a good blue-light emitter.

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A novel polyfluorene derivative electrodeposited by direct anodic oxidation of 9-bromofluorene in boron trifluoride diethyl etherate and trifluoroacetic acid

Cited by 24 publications

References 49 publications

Facile electrochemical preparation of poly(9,9‐dichlorofluorene), a new polyfluorene derivative as green light emitter

Facile electrochemical preparation of poly(9,9‐dichlorofluorene), a new polyfluorene derivative as green light emitter

Effect of permodified β-cyclodextrin on the photophysical properties of poly[2,7-(9,9-dioctylfluorene)-alt-(5,5′-bithiophene)] main chain polyrotaxanes

Direct low‐potential electropolymerization of 9,10‐dihydrophenanthrene in boron trifluoride diethyl etherate

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