Supramolecular self-assembly study of a flexible perylenetetracarboxylic diimide dimer in Langmuir and Langmuir–Blodgett films

Chen, Yanli; Kong, Yali; Wang, Yanfeng; Ma, Pan; Meng, Bao; Li, Xiyou

doi:10.1016/j.jcis.2008.10.074

Cited by 26 publications

(20 citation statements)

References 74 publications

(85 reference statements)

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“…Upon heating to 200°C, the hexagonal columnar morphology of these coassemblies was changed to a highly ordered lamellar structure in the bulk state as Self-assembly of PBI dimer 4-28 (Chart 22) bearing a melamine linker was studied in Langmuir and Langmuir− Blodgett (LB) films by Chen, Li, and co-workers. 363 Surface pressure−area isotherm measurements and the spectroscopic studies indicated that in Langmuir or the multilayer LB films, this PBI dimer adopted a face-to-face configuration and edge-on orientation. In the presence of the barbituric acid 4-29 in water, coassemblies of PBI 4-28 and 4-29 were formed by melamine− barbiturate hydrogen bondings ( Figure 45).…”

Section: Coassembly Directed By Imide−melamine H-bonding Interactionsmentioning

confidence: 98%

Perylene Bisimide Dye Assemblies as Archetype Functional Supramolecular Materials

et al. 2015

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CONTENTS 1. Introduction 962 1.1. Prologue 962 1.2. Parent Perylene Bisimide Chromophore 963 1.3. Core-Substituted Perylene Bisimides 964 1.4. Perylene Bisimides in the Solid State 966 1.5. Areas of Application 966 2. Linear, Dendritic, and Macrocyclic Covalent PBI Ensembles 968 2.1. Excitonic Coupling and Deactivation Processes of Photoexcited PBIs 969 2.2. Rigid PBI Dimers 971 2.3. Flexible PBI Ensembles 974 2.4. Cyclic PBI Ensembles 976 3. π-Stacked PBI Assemblies 979 3.1. Self-Assembly of Core-Unsubstituted PBIs in Solution 979 3.2. Organization of Core-Unsubstituted PBIs in the Bulk Solid State 984 3.3. Self-Assembly of Amphiphilic PBIs in Aqueous Media and Solid Bulk State 987 3.4. Self-Assembly of Core-Substituted PBIs 991 3.5. Self-Assembly of Dye Arrays Composed of Multiple PBIs 995 3.6. Self-Assembly of Multichromophoric PBI Conjugates Containing Other Dyes 996 4. Hydrogen-Bond Directed Self-Assembly 1000 4.1. Self-Assembly Directed by Imide−Imide H-Bonding Interactions 1000 4.2. Self-Assembly Directed by Side-Chain Amide−Amide H-Bonding Interactions 1003 4.3. Self-Assembly Directed by Other H-Bonding Interactions 1006 4.4. Coassembly Directed by Imide−Melamine H-Bonding Interactions 1008 4.5. Coassembly Directed by Melamine−Cyanurate/Barbiturate H-Bonding Interactions 1011

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Section: Coassembly Directed By Imide−melamine H-bonding Interactionsmentioning

confidence: 98%

Perylene Bisimide Dye Assemblies as Archetype Functional Supramolecular Materials

et al. 2015

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“…3. Comparing with that of monomeric PDI (compound 8) in solution, obvious band broadening is observed in all these series of compounds due to the effect of the closely compacted molecular assembly [36,37]. For compound 1 with the most alkyl chains at one end of PDI in all these series of compounds, a large red-shift of the maximum absorption band is observed comparing with that of monomeric PDI, indicating that the formation of J aggregates in solid states [38].…”

Section: Aggregation In Solid Statesmentioning

confidence: 87%

Aggregation of wedge-shaped perylenetetracarboxylic diimides with a different number of hydrophobic long alkyl chains

Xue

Wang

Chen

et al. 2010

Journal of Colloid and Interface Science

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“…This trend is also observed for PhPTCD in the form of Langmuir-Blodgett film (LB), 18 in addition to other perylene derivatives forming either PVD 11,[29][30][31] or LB films. [32][33][34][35] The emission of the PhPTCD PVD films was investigated using the 514.5 nm excitation laser line, which spectrum for a 150 nm thickness film on quartz with a maximum at 689 nm shown in Figure 3. The broad and structureless emission band (from 620 nm to 900 nm in this case) found for perylene derivatives is assigned to excimer fluorescence, 36 which is related to molecular stacking that requires the chromophores to be organized parallel and overlapping ring systems.…”

Section: Absorption and Emission Electronic Spectramentioning

confidence: 99%

Physical Vapor Deposited Films of a Perylene Derivative: Supramolecular Arrangement and Thermal Stability

et al. 2017

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The analysis of supramolecular arrangement is essential to understand the role of this key factor on the optical and electrical properties of organic thin films. In this work, thin solid films of bis(phenethylimido) perylene (PhPTCD) fabricated using physical vapor deposition (PVD) technique (thermal evaporation), deposited simultaneously onto different substrates (Ag mirror, Ge, and quartz plates) contingent on the characterization technique. The main objective is to study the PhPTCD supramolecular arrangement and the thermal stability of this arrangement in PVD films. The ultraviolet-visible absorption reveals a controlled growth of the PVD films, and the micro-Raman scattering data show that the PhPTCD molecule is not thermally degraded in the conditions of these experiments. The microscopy also shows a homogeneous morphological surface of the PVD film at macro and micro scales, with molecular aggregates at nanoscale. Besides, the PVD film roughness does not follow substrate roughness. The X-ray diffraction indicates a crystalline structure for PhPTCD powder and an amorphous form for PhPTCD PVD film. The infrared absorption spectroscopy points to a preferential flat-on organization of the molecules in the PVD films. In addition, the annealing process (200 ºC for 20 minutes) does not affect the supramolecular arrangement of the PhPTCD PVD films.

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Supramolecular self-assembly study of a flexible perylenetetracarboxylic diimide dimer in Langmuir and Langmuir–Blodgett films

Cited by 26 publications

References 74 publications

Perylene Bisimide Dye Assemblies as Archetype Functional Supramolecular Materials

Perylene Bisimide Dye Assemblies as Archetype Functional Supramolecular Materials

Aggregation of wedge-shaped perylenetetracarboxylic diimides with a different number of hydrophobic long alkyl chains

Physical Vapor Deposited Films of a Perylene Derivative: Supramolecular Arrangement and Thermal Stability

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