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Functional Naphthalene Diimides: Synthesis and Applications

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Molecular Diversity".

Deadline for manuscript submissions: closed (30 June 2016)

Special Issue Editor

Special Issue Information

Dear Colleagues,

Naphthalene diimide (NDI) is the smallest homologue of rylene diimides (RDI), among which perylene diimide (PDI) is no-doubt the most important one due to its fluorescence quantum yield, favorable photophysical and electrochemical properties and usage as industrial colorants in the form of dyes and pigments. NDIs have been widely used in different fields such as organic, bioorganic, supramolecular, organic electronics and medicinal chemistry. The practical application is involved in certain types of chemical sensors, and optoelectronic devices such as organic solar cells, light emitting diodes and field effect transistors. In recent years, advances in NDI research with respect to artificial photosynthesis and photophysical properties have also been studied in detail. NDIs can be functionalized through imide and/or core substitution (2,6- or 2,3,6,7- to the core) producing NDI analogues whose absorption and fluorescence properties are variable. This Special Issue aims to provide a forum for the dissemination of the latest information on new chemical structures for access to modified NDIs, NDI analogues, and applications of these new molecules in various fields.

Dr. Sheshanath V. Bhosale
Guest Editor

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Keywords

  • applications of naphthalene diimide
  • sensor
  • medicinal
  • biological
  • supramolecular
  • material
  • solar cell

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Published Papers (1 paper)

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Research

2326 KiB  
Communication
N,N′-Bis(2-cyclohexylethyl)naphtho[2,3-b:6,7-b′]dithiophene Diimides: Effects of Substituents
by Masahiro Nakano, Daisuke Hashizume and Kazuo Takimiya
Molecules 2016, 21(8), 981; https://doi.org/10.3390/molecules21080981 - 28 Jul 2016
Cited by 10 | Viewed by 6375
Abstract
Naphtho[2,3-b:6,7-b′]dithiophene-4,5,9,10-tetracarboxylic diimide (NDTI) is a promising electron-deficient building block for n-type organic conductors, and the performance of NDTI-based field-effect transistors (FETs) is largely dependent on the substituents that alter the supramolecular organization in the solid state and, in turn, [...] Read more.
Naphtho[2,3-b:6,7-b′]dithiophene-4,5,9,10-tetracarboxylic diimide (NDTI) is a promising electron-deficient building block for n-type organic conductors, and the performance of NDTI-based field-effect transistors (FETs) is largely dependent on the substituents that alter the supramolecular organization in the solid state and, in turn, the intermolecular orbital overlap. For this reason, the rational selection of substituent on imide nitrogen atoms and/or thiophene α-positions is the key to developing superior n-type organic semiconductors. We here report new NDTI derivatives having N-(2-cyclohexylethyl) groups. Despite their one-dimensional packing structures in the solid state regardless of the presence or absence of chlorine groups at the thiophene α-positions, their FETs show promising performance with electron mobilities higher than 0.1 cm2·V−1·s−1 under ambient conditions. We also discuss how the cyclohexylethyl groups affect the packing structure in comparison with analogous n-octyl derivatives having the same number of carbon atoms. Full article
(This article belongs to the Special Issue Functional Naphthalene Diimides: Synthesis and Applications)
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