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231225s2020 xx |||||o 00| ||eng c |
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|a 10.1021/acs.langmuir.0c02604
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|a DE-627
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|a eng
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|a Mukherjee, Anurag
|e verfasserin
|4 aut
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|a Ultrathin Two Dimensional (2D) Supramolecular Assembly and Anisotropic Conductivity of an Amphiphilic Naphthalene-Diimide
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|c 2020
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|a Text
|b txt
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|a ƒaComputermedien
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|a ƒa Online-Ressource
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|a Date Revised 03.11.2020
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a Two-dimensional (2D)-supramolecular assemblies of π-conjugated chromophores are relatively less common compared to a large number of recent examples on their low dimensional (0D or 1D) assemblies or 3D architectures. This article reports a rational design for the 2D supramolecular assembly of an amphiphilic core-substituted naphthalene-diimide derivative (cNDI-1). The building block contains a naphthalene-diimide (NDI) chromophore, symmetrically substituted with two dodecyl chains from the aromatic core while the imide positions are functionalized with two hydrophilic wedges containing oligo-oxyethylene chains. In water, it exhibits entropically favorable self-assembly with a critical aggregation concentration of 1.5 × 10-5 M and a lower critical solution temperature of 55 °C. The UV/vis absorption spectrum in water shows bathochromically shifted absorption bands compared to that of the monomeric dye in THF, indicating offset π-stacking among the NDI chromophores. C-H symmetric and asymmetric stretching frequencies in the FT-IR spectrum support the presence of organized hydrocarbon chains in trans conformation in the self-assembled state, similar to that in the crystalline n-alkanes, which is further supported by studying the general polarization (GP) values of a noncovalently entrapped Laurdan dye. The atomic force microscopy (AFM) image shows the formation of ultrathin (height < 2.0 nm) ribbons for the spontaneously assembled sample which eventually produces a large-area 2D nanosheet by the lateral organization. The powder X-ray diffraction pattern of the drop-casted film, prepared from the preformed aggregates, reveals sharp peaks that indicate a crystalline lamellar packing along the direction of the 2D growth. Differential scanning calorimetry trace shows the melting of the crystalline alkyl chain domain at T > 75 °C, which destroys the 2D assembly. Local-scale photoconductivity of the ordered 2D assembly, studied by the flash-photolysis time-resolved microwave conductivity (FP-TRMC) technique, reveals an anisotropic conductivity with ∼3 times larger conductivity along the parallel direction compared to that along the perpendicular one
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|a Journal Article
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|a Sakurai, Tsuneaki
|e verfasserin
|4 aut
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|a Seki, Shu
|e verfasserin
|4 aut
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|a Ghosh, Suhrit
|e verfasserin
|4 aut
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1992
|g 36(2020), 43 vom: 03. Nov., Seite 13096-13103
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnns
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|g volume:36
|g year:2020
|g number:43
|g day:03
|g month:11
|g pages:13096-13103
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|u http://dx.doi.org/10.1021/acs.langmuir.0c02604
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