A comparison of 1,4-bis(halomethyl)benzenes as monomers for the modified Gilch route to poly[2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene]

Sanford, Elizabeth M.; Perkins, Angela L.; Tang, Betty; Kubasiak, Aimee M.; Reeves, Jonathan T.; Paulisse, Kevin W.

doi:10.1039/a907280b

Cited by 8 publications

(5 citation statements)

References 9 publications

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“…Poly( p -2,5-dihexyloxy-phenylenevinylene) ( DHO − PPV ) was synthesized by dehydrochlorination of 2,5-bis(chloromethyl)-1,4-dihexyloxybenzene with potassium tert -butoxide (Gilch method) in a xylene/ tert -butyl alcohol mixture solvent as shown in Scheme . Aggregation (or gelation) of PPVs often occurs during the Gilch polymerization and approaches to solve this problem have been proposed …”

Section: Resultsmentioning

confidence: 99%

Control of Conjugation Length and Enhancement of Fluorescence Efficiency of Poly(p-phenylenevinylene)s via Post-halogenation

Vamvounis

Holdcroft

2002

Chem. Mater.

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Post-functionalization of poly(p-2,5-dihexyloxy-phenyelenevinylene) (DHO-PPV) was studied using N-bromosuccinimide (NBS) and N-chlorosuccinimide (NCS) in CHCl 3 and CHCl 3 /AcOH to control the color of fluorescence emission and to enhance emission efficiency. It was found that in addition to electrophilic substitution on phenylene rings, halogen and succinimide (in CHCl 3 ) and acetate groups (in CHCl 3 /AcOH) add across the main chain vinylene groups. With low NXS/PPV reaction ratios (0.1-0.35), where X ) Br or Cl, the resulting polymers show poor solubility, a red shift of the absorption maximum, and a decrease in the solid-state fluorescence efficiency (Φ fl ), which are explained on the basis of enhanced interchain interactions. For NXS/PPV reaction ratios between 0.5 and 0.75, the solubility of polymers was significantly improved and Φ fl was enhanced by up to 150% due to exciton confinement and a reduction in chain aggregation. For NXS/PPV reaction ratios >0.75, Φ fl decreased dramatically because of an increasing loss of π-conjugation.

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Section: Resultsmentioning

confidence: 99%

Control of Conjugation Length and Enhancement of Fluorescence Efficiency of Poly(p-phenylenevinylene)s via Post-halogenation

Vamvounis

Holdcroft

2002

Chem. Mater.

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“…Materials. Conjugated polymers MEH-PPV and P3HT were synthesized by the reported procedures. , AS, OG, phenol, 4-nitrophenol (all from S. D. Fine-Chem Ltd, India), AG (Rolex, India), and RBBR (Merck, India) were used as received. Water was doubly distilled and filtered through a Millipore membrane filter prior to use.…”

Section: Methodsmentioning

confidence: 99%

Conjugated Polymers for Photocatalysis

et al. 2007

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The photocatalytic properties of the conjugated polymers have been investigated for the first time. Degradation of various textile dyes such as Alizarin S, Alizarin G, Orange G, and Remazol brilliant blue were studied under UV radiation. The experimental data indicated that the photocatalytic activity of the conjugated polymers was significantly higher than that of Degussa P-25 under similar conditions. The conjugated polymers were characterized by photoluminescent, UV-visible, and IR spectroscopies before and after photocatalytic reactions. The degradation of phenol was also carried out to study the reaction pathway of degradation.

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“…MEH-PPV was synthesized by the Gilch route, 14 following the modifications of Sanford et al 15 The estimated ionization potential, I p , and electron affinity, E a , from cyclic voltammetry studies, 16 carried out using a saturated calomel reference electrode calibrated against ferrocene, 17 are 5.11 and 3.05 eV, respectively. SAM modification of the ITO substrates closely followed the procedure described in Ref.…”

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confidence: 99%

Reduction of the light-onset voltage of light-emitting diodes based on a soluble poly(p-phenylene vinylene) by grafting polar molecules onto indium–tin oxide

Morgado

Charas

Barbagallo

2002

Applied Physics Letters

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A comparison of 1,4-bis(halomethyl)benzenes as monomers for the modified Gilch route to poly[2-methoxy-5-(2′-ethylhexyloxy)-p-phenylenevinylene]

Cited by 8 publications

References 9 publications

Control of Conjugation Length and Enhancement of Fluorescence Efficiency of Poly(p-phenylenevinylene)s via Post-halogenation

Control of Conjugation Length and Enhancement of Fluorescence Efficiency of Poly(p-phenylenevinylene)s via Post-halogenation

Conjugated Polymers for Photocatalysis

Reduction of the light-onset voltage of light-emitting diodes based on a soluble poly(p-phenylene vinylene) by grafting polar molecules onto indium–tin oxide

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