Effect of Molecular Morphology on Amplified Spontaneous Emission of Bis‐Styrylbenzene Derivatives

Kabe, Ryota; Nakanotani, Hajime; Sakanoue, Tomo; Yahiro, Masayuki; Adachi, Chihaya

doi:10.1002/adma.200803588

Cited by 145 publications

(150 citation statements)

References 33 publications

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“…Many organic materials employed in organic photovoltaic heterojunctions, including pentacene, tetracene, C 60 , boron subphthalocyanine, chloroaluminum phthalocyanine, and copper phthalocyanine, have quantum mechanically allowed nonradiative transitions that result in low photoluminescence quantum yields, and therefore, are likely to show a strong dependence of L D on hRi. Other material systems, such as 1,4-bis(2-methylstyryl)benzene (o-MSB), [30] 1,4-bis(4-methylstyryl)-benzene ( p-MSB), [30] …”

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confidence: 99%

Relationship between Crystalline Order and Exciton Diffusion Length in Molecular Organic Semiconductors

2010

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One of the most fundamental properties of both organic and inorganic semiconductors is charge mobility. It has been unambiguously shown that the mobility in both of these materials systems is strongly linked to the degree of long range order-that is, more extended crystallinity leads to a larger charge mobility, which ultimately determines such extrinsic properties as series resistance and response to current and optical pulses. An equally fundamental property for organic semiconductors is the molecular excited state-, or exciton-, diffusion length which characterizes energy transport within these more correlated solids. While it has been predicted that exciton transport should also be linked to the extent of crystalline order, to our knowledge no such dependence has yet been established. Here, we accurately measure the exciton diffusion length of the archetypal organic semiconductor, 3,4,9,10-perylenetetracarboxylic dianhydride (PTCDA) and clearly show its relationship to thin-film crystal morphology. As in the case of charge mobility, we show that the exciton transport diffusion length is a monotonic function of the extent of crystalline order. This study provides insight into the control and ultimately the tunability of the exciton diffusion length in organic systems, which is crucial for the management of energy transport in a wide range of important organic electronic devices.The exciton diffusion length (L D ) and charge mobility in organic semiconductors are central parameters for the optimal design of organic thin film electronic devices. [1][2][3][4] For example, charge mobility, and hence material conductivity, can vary by several orders of magnitude depending on the degree of crystalline order, [5][6][7] where the largest values have been found for single crystals. [5,8] Analogously, exciton diffusion has also been suggested to depend on structural order. [9][10][11][12] For example, the triplet exciton transfer rate may be described by the product of electron and hole transfer rates [12] which connects the diffusion of excitons to charge carrier mobility. Yet, the correlation between L D and crystalline order remain ambiguous. While the triplet diffusivities of amorphous [13] and crystalline [14][15][16][17] tetracene have been measured, no systematic dependence on crystallinity has been observed (i.e., reported values of exciton diffusivity in amorphous tetracene are both greater than and less than that of a single crystal). Other studies have explored possible connections between crystalline order and the exciton diffusion length in substituted phthalocyanines, [10,18] porphyrins, [18] perylene derivatives, [9,19] and polymers. [20] However, it is unclear from these studies whether the variations in the exciton diffusion length stem primarily from changes in the crystalline texture, the different electronic couplings of the various molecules, or from energetic disorder-induced transport percolation pathways. [21] Thus, despite the measurement of the exciton diffusion length for a large range of mate...

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confidence: 99%

Relationship between Crystalline Order and Exciton Diffusion Length in Molecular Organic Semiconductors

2010

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“…7 However, the solid-state optical properties of organic materials are less well understood because the emission spectra are strongly influenced by their morphology. 8 In particular, the intermolecular interactions in solid state and single crystals often induce self-quenching or concentration quenching. 9 To reduce the concentration quenching in organic electronics, a doping technique has been widely applied.…”

Section: Introductionmentioning

confidence: 99%

Enhanced phosphorescence in dibenzophosphole chalcogenide mixed crystal

2011

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The single crystals of 9-phenyl-9-dibenzophosphole chalcogenides {oxide (1), sulfide (2) and selenide (3)} and a mixed crystal of 2 and 3 have been prepared and characterized by X-ray diffraction analysis. Several intermolecular interactions such as p-p and Se-H were observed in the mixed crystal of 2 and 3. The mixed crystal of 2 and 3 exhibited enhanced phosphorescence compared to the pure constituent crystal (2 or 3) at low temperature.

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“…HWE reaction of "weakly acidic" phosphonate and bisphosphonate was the important way for synthesizing fine chemicals -Stilbene and Distyryl derivates [21,22]. In our previous research, HWE reaction of "moderately and weakly acidic" phosphonate had been carried out in both LL-PTC and solid-liquid PTC (SL-PTC) system with tetrabutylammonium bromide (TBAB) and toluene [23,24].…”

Section: Introductionmentioning

confidence: 99%

Mechanism and kinetics of Horner–Wadsworth–Emmons reaction in liquid–liquid phase-transfer catalytic system

Zhao

Sun

et al. 2015

Journal of Molecular Catalysis A: Chemical

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Effect of Molecular Morphology on Amplified Spontaneous Emission of Bis‐Styrylbenzene Derivatives

Cited by 145 publications

References 33 publications

Relationship between Crystalline Order and Exciton Diffusion Length in Molecular Organic Semiconductors

Relationship between Crystalline Order and Exciton Diffusion Length in Molecular Organic Semiconductors

Enhanced phosphorescence in dibenzophosphole chalcogenide mixed crystal

Mechanism and kinetics of Horner–Wadsworth–Emmons reaction in liquid–liquid phase-transfer catalytic system

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