Novel Electroluminescent Devices Based on Perylene-Doped Sol–Gel Layers

Schneider, Monika; Hagen, Jürgen; Haarer, D.; Müllen, Kläus

doi:10.1002/(sici)1521-4095(200003)12:5<351::aid-adma351>3.0.co;2-x

Cited by 31 publications

(19 citation statements)

References 14 publications

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“…At the same time, the fluorescence intensity decreased, indicating the presence of strong fluorescence quenching effect with the formation of the aggregates. The large red shift and quenching in emission indicate strong intermolecular p-p stacking, which are associated with large exciton diffusion lengths [37][38][39][40][41][42] and high charge carrier mobility [43,44] Interestingly, the fluorescence spectra of hollow and solid micro-spheres show broader emission peak and larger red shift as compared to the spectrum of micro-tubes. Such an observation indicates that the fluorescence property is related to the assembly morphology, and a longer-range order resulted from a larger-length-scale assembly may provide more significant intermolecular interactions.…”

Section: Pdbs Assemblies With Unique Propertiesmentioning

confidence: 99%

Hierarchical Assembly of Organic/Inorganic Building Molecules with π–π Interactions

Peng

Huang

et al. 2008

Adv Funct Materials

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Hierarchical assemblies of perylenetetracarboxylic diimide bridged silsesquioxane (PDBS) with controlled structure at multi‐length scale are studied using both experimental and computational methods. The organization process spans multi‐length scales and includes three continuous steps: 1) stacking of the preprogrammed molecules into small clusters, 2) growing of the small clusters into nanoscale building blocks with various sizes and shapes depending on the experimental conditions, and 3) aggregation of nanoscale building blocks into micro‐ or macro‐scale assemblies. The main factors determining the assembly morphology are the second and third steps, which can be controlled by varying the experimental conditions, such as solution drying rate, solvent composition, and PDBS concentration. Despite the different morphologies, all of these assemblies possess highly ordered lamellar structure. It is found that incorporating perylenetetracarboxylic diimide (PD) moieties into the highly ordered silica network endows the PD components with high thermal and mechanical stability, as well as improved optical and electronic properties.

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Section: Pdbs Assemblies With Unique Propertiesmentioning

confidence: 99%

Hierarchical Assembly of Organic/Inorganic Building Molecules with π–π Interactions

Peng

Huang

et al. 2008

Adv Funct Materials

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“…Upon addition of CH 3 OH to the CHCl 3 solution, a gradual decrease in fluorescence intensity with a maximum at 619 nm was observed, indicating the presence of a fluorescence quenching effect induced by the strong intermolecular π-π stacking as a result of aggregate formation. [30][31][32][33][34][35] When the ratio of the CHCl 3 to CH 3 OH reaches 3%, of which the well-defined nanostructures (nanospheres and nanotubes) formed, the emission at 619 nm originating from the PDI core was quenched almost completely whereas the emission at 520 nm is observed (inset in Figure 9a). According to the relative BTE compound investigated previously, 36 the emission with a maximum at 520 nm is ascribed to the fluorescence of the open form of 2,3-bis(2,3,5-trimethyl-3-thienyl)maleic anhydride.…”

Section: Resultsmentioning

confidence: 99%

Photochromic Nanostructures Based on Diarylethenes with Perylene Diimide

Wang

et al. 2009

Langmuir

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A bisthienylethene-functionalized perylene diimide (BTE-PDI) photochromic dyad was synthesized for self-assembly into 1-D nanotubes by a reprecipitation method. SEM and TEM observations showed that the nanotubes were formed from their 0-D precursors of hollow nanospheres. HR-TEM images revealed that both the nanospheres and the nanotubes have highly ordered lamellar structure, indicating the hierarchical process during assembly. The IR and XRD results revealed that DAE-PDI molecules were connected through intermolecular hydrogen bonds to form building blocks that self-assembled into nanostructures. Electronic absorption and fluorescence spectroscopic results indicated the H-aggregate nature of the self-assembled nanostructures. Competition and cooperation between the dipole-dipole interaction, intermolecular pi-pi stacking, and hydrophilic/hydrophobic interaction are suggested to result in nanostructures. Reconstruction was found to happen during the morphology transition progress from the 0-D nanospheres to the 1-D nanotubes, which was driven by donor-acceptor dipole-dipole interactions. Green emission at 520 nm originating from the DAE subunit was observed for the aggregates of vesicles and nanotubes, which could be regulated by photoirradiation with 365 nm light, suggesting the nanoaggregates to be photochromic switches.

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“…Table 1 structures of some bridged silsesquioxanes [5,[10][11][12][13][14][15][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45]. However, the embedded organic components are mainly limited to passive functional groups, such as methylene, ethane, ethylene, dodecane, and benzene.…”

Section: Introductionmentioning

confidence: 99%

“…It should be noted that, due to the unique porous channel, the mesoporous PDA responded to chemicals much faster than the dense PDA ( Figure 5(d)). 3 Self-assembly of perylenetetracarboxylic diimide bridged silsesquioxane Perylene family has been most extensively studied as optoelectronic materials with promising applications in organic photovoltaic solar cells and sensing devices [50,51]. Due to the interesting molecule structure of conjugated macrocycle, perylene derivatives have been shown to have unique assembly behaviors [52].…”

Section: Introductionmentioning

confidence: 99%

Self-assembly of bridged silsesquioxanes incorporated with conjugated organic functionalities

Cai

Sun

et al. 2010

Front. Chem. China

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Self-assembly of bridged silsesquioxanes with a chemical structure of (RO) 3 Si-R′-Si (OR) 3 represents an efficient approach to design and to fabricate functional organic/ inorganic nanocomposites. The desired functionalities are mainly incorporated into the R' with R of a hydrolysable alkoxide group such as CH 3 or CH 3 CH 2 . This feature article discusses two typical assembly approaches: self-directed assembly aiming at ordered solid materials and surfactant-directed assembly aiming at periodic mesoporous organosilica, with emphasis on the bridged silsesquioxanes in which conjugated functional organic groups are incorporated. The conjugated moieties are shown to be critical to the resulting assembly structure, morphology, and property. Self-assembly of three bridged silsesquioxanes based on polydiacetylene, perylene, and porphyrin has been detailed, respectively.

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Novel Electroluminescent Devices Based on Perylene-Doped Sol–Gel Layers

Abstract: a proton to yield isobutene [3], adamantane forms a relatively stable carbocation at the bridgehead tertiary carbon that can accept anions from the reaction mixture but cannot lose a proton to form an olefin.

Cited by 31 publications

References 14 publications

Hierarchical Assembly of Organic/Inorganic Building Molecules with π–π Interactions

Hierarchical Assembly of Organic/Inorganic Building Molecules with π–π Interactions

Photochromic Nanostructures Based on Diarylethenes with Perylene Diimide

Self-assembly of bridged silsesquioxanes incorporated with conjugated organic functionalities

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