Effective stimulated emission and excited state absorption measurements in the phenylene–vinylene oligomer (1,4-bis-(alpha-cyanostyryl)-2,5-dimethoxybenzene))

Henari, Fryad Z.; Manaa, H.; Kretsch, Kevin P.; Blau, Werner J.; Rost, H.; Pfeiffer, Steffen; Teuschel, A.; Tillmann, H.; Hörhold, H.‐H.

doi:10.1016/s0009-2614(99)00536-9

Cited by 34 publications

(28 citation statements)

References 10 publications

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“…1); this is a commonly observed feature with related compounds [7,17,18] and in particular with the correspondent polymers [15,29], and is attributed to the wide range of vibrational and rotational degrees of freedom available in conjugated oligomers and polymers [16]. Substitution of an alkyl (HPV3P) by an alkyloxy (EHOPV3P, MPOPV3A) sidechain red-shifted the absorption maximum of the compound by %67 nm for the ethylhexyloxy and %80 nm for the methylpropyl-oxy substituents, see Table 1 [7,17,18].…”

Section: Absorptionmentioning

confidence: 80%

“…Triplet states of conjugated polymers have, in the solid state, lifetimes of the order of a few milliseconds, which again make them very susceptible to degradation induced by light. In addition, they also show high extinction coefficients for optical transition to higher energy states in the triplet manifold [4,16], which can affect their potential for use in all organic laser systems. Moreover, since triplet states of conjugated polymers, in the absence of appropriate metal complex triplet emitters, are generally devoid of phosphorescence, radiationless processes will be one of the major energy loss mechanisms in LED devices.…”

Section: Introductionmentioning

confidence: 99%

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Electronic spectral and photophysical properties of some p-phenylenevinylene oligomers in solution and thin films

Melo

Pina

Paolo³

et al. 2006

Chemical Physics

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A comprehensive photophysical and spectroscopic study of a new class of p-phenylenevinylene oligomers (PPV-trimers) possessing different alkyl and alkyloxy sidechain substituents and different end groups (aldehyde, C@C, phenylene and anthracene units) was undertaken in solution at room temperature (293 K), low temperature (77 K) and in thin films. The study comprises absorption, emission and triplet-triplet absorption spectra, together with quantitative measurements of quantum yields (fluorescence, intersystem crossing, internal conversion and singlet oxygen formation) and lifetimes. The data allow the determination of rate constants for all decay processes. From these, several conclusions could be drawn. Changing from alkyl to alkyloxy substituents does not change fluorescence and internal conversion yields but decreases the (already small) intersystem crossing yield. The introduction of anthracene at the terminal ends of the PPV-trimers leads to the lowest fluorescence yield reported in this study. Of particular importance is the fact that the fluorescence quantum yields in films are of the same order of magnitude as those in solution, which suggests the potential for use of these oligomers for light-emitting device applications. With one of the alkyloxy derivatives, a more detailed study of the early part of the fluorescence decay was made, and it was found that upon excitation a fast conformational relaxation process of the initially excited oligomer occurs, leading to a more planar conjugation segment.

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Section: Absorptionmentioning

confidence: 80%

Section: Introductionmentioning

confidence: 99%

Electronic spectral and photophysical properties of some p-phenylenevinylene oligomers in solution and thin films

Melo

Pina

Paolo³

et al. 2006

Chemical Physics

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“…Besides, these polar groups may generate Keesom-type intramolecular interactions, which block the conformational changes. Hence, the available vibrational and rotational degrees of freedom were reduced and the loss of PL by such processes was considerably limited [36,37]. The absorption and PL spectra of a solid film of P1-3 are displayed in Figure 7.…”

Section: Optical Propertiesmentioning

confidence: 99%

New poly(p-phenylenevinylene) derivatives containing isosorbide unit in the side-chain

Zrida¹,

Hriz²,

Jaballah³

et al. 2014

Express Polym. Lett.

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Abstract. New conjugated PPV derivatives containing the chiral isosorbide group (P1-3) have been synthesized via the Gilch reaction. The polymers are optically active, soluble in common organic solvents and show good film-forming abilities. High number-average molecular weights were determined by size exclusion chromatography (SEC) (16·10 3 -21·10 3 g·mol -1 ). The molecular structures of the polymers were confirmed by nuclear magnetic resonance (NMR) and Fourier transform infrared (FTIR) spectroscopies. Thermogravimetric analysis of the polymers showed good thermal stability up to 320°C. The optical properties of these !-conjugated materials were investigated by UV-vis absorption and photoluminescence (PL) spectroscopies. The polymers show a yellow fluorescence in dilute solution, and an orange emission is observed in thin films. The introduction of the polar isosorbide groups improved the PL intensity, and quantum yields between 50 and 73% were obtained. The HOMO-LUMO energy levels were estimated by cyclic voltammetry, and the electrochemical gaps were 1.81, 1.83 and 2.48 eV for P1, P2 and P3, respectively. Single-layer diode devices were fabricated and show relatively low turn-on voltages between 3.1 and 3.4 V. Vol.8, No.10 (2014) 709-722 Available online at www.expresspolymlett.com DOI: 10.3144/expresspolymlett.2014.74 * Corresponding author, e-mail: mustapha.majdoub@fsm.rnu.tn © BME-PT insoluble in common organic solvents. This intractability has been addressed by chemically attaching aliphatic side-chains to the polymer backbone [19]. Hence, many PPV-type architectures are processed in a derivative form. The effects of the side-group structure on the opto-electronic properties have been extensively investigated [20]. However, most studies have involved nonpolar sidechains, and the effect of relatively polar side-groups was rarely reported (e.g PPV derivative containing ethylene oxide-type side chains) [12]. Here, we report the first PPV derivatives containing the polar and chiral isosorbide groups. In fact, the incorporation of chiral groups in polypyrroles and polythiophenes was reported. These groups confer original physico-chemical properties to the polymer [21][22][23]. Therefore, these optically active polymers were used to prepare chiral electrodes for asymmetric electrosynthesis, polarization-sensitive electro-optical devices, polarized photo-and electroluminescent devices and enantioselective sensors [24]. Herein, we present the synthesis and structural characterizations of the isosorbide-containing PPVs; the thermal, thin film surface, optical and electrochemical properties were investigated. Keywords: polymer synthesis, optically active polymers, semi-conducting polymers, isosorbide, photoluminescence eXPRESS Polymer Letters Experimental 2.1. Materials and measurementsThe poly (2-hexyloxy-5-methoxy-p-phenylenevinylene) (MH-PPV) was synthesized by using Gilch condensation. Detailed synthesis procedure can be found elsewhere [20].

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“…In most cases this can be achieved by creating physical blends of the dye and the host polymer by conventional melt-processing techniques. The approach exploits the excimer-forming properties of chromophores such as cyano-substituted oligo(phenylene vinylene)s [7][8][9][10][11][12] (cyano-OPVs, Figure 1) and further relies on the stimulus-driven self-assembly or dispersion of nano-scale aggregates of these sensor dyes in a range of host polymers. We have shown that this general concept of stimulus-triggered dye (dis)assembly in polymer matrices allows for the design of a broad range of sensor materials, which are useful for the detection of temperature history, [13][14][15][16][17] exposure to chemicals, [18,19] and mechanical deformation, [20][21][22][23][24] as well as more complex combinations of stimuli, such as seen in shape-memory materials.…”

Section: Introductionmentioning

confidence: 99%

Luminescent Mechanochromic Sensors Based on Poly(vinylidene fluoride) and Excimer‐Forming p‐Phenylene Vinylene Dyes

Lott

Weder

2009

Macro Chemistry & Physics

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Cyano‐substituted excimer‐forming oligo(phenylene vinylene) dyes (cyano‐OPVs) with terminal alkyl tails of different length were blended with two fluorinated host polymers with similar chemical composition but differing crystallinity. These blends were used to fabricate luminogenic mechanochromic thin films, which change their emission color upon deformation. The alkyl tails affect the solubility of the chromophores in the polymer matrix and lead to different aggregation properties; this is of importance because the mechanochromic fluorescence color change of the blends is related to the self‐assembly of the excimer‐forming dye in the unperturbed polymer matrix, and the dispersion of the dye aggregates upon deformation. Besides the length of the solubilizing tails, the dye concentration has an important influence on the aggregate size, which is crucial to creating a mechanochromic response, since the dye aggregates must be small enough to be dispersed during the deformation process. In‐situ opto‐mechanical measurements have shown that the mechanochromic effect occurs primarily during plastic deformation and that the mechanically induced dispersion of the dye aggregates becomes more pronounced as the crystallinity of the matrix polymer increases.magnified image

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Effective stimulated emission and excited state absorption measurements in the phenylene–vinylene oligomer (1,4-bis-(alpha-cyanostyryl)-2,5-dimethoxybenzene))

Cited by 34 publications

References 10 publications

Electronic spectral and photophysical properties of some p-phenylenevinylene oligomers in solution and thin films

Electronic spectral and photophysical properties of some p-phenylenevinylene oligomers in solution and thin films

New poly(p-phenylenevinylene) derivatives containing isosorbide unit in the side-chain

Luminescent Mechanochromic Sensors Based on Poly(vinylidene fluoride) and Excimer‐Forming p‐Phenylene Vinylene Dyes

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