926643-78-9

Upstream product

• 111-86-4 n-Octylamine 
• 83204-68-6 2,6-dibromo-1,4,5,8-naphthalenetetracarboxylic acid dianhydride 
• 846-20-8 2-bromo-1,4,5,8-naphthalenetetracarboxylic acid dianhydride 

Downstream Products

• 926643-79-0 N,N'-dioctyl-2,6-(4'-trimethylsilylethynylphenyl)naphthalene-1,4,5,8-tetracarboxylic acid bisimide 
• 1204745-94-7 C₄₆H₄₂F₁₂N₂O₄ 
• 1204745-90-3 C₄₂H₄₄F₂N₂O₄ 
• 1204745-89-0 C₄₄H₅₀N₂O₄ 
• 1204745-91-4 C₄₄H₅₀N₂O₆ 
• 1204745-92-5 C₄₄H₄₆N₂O₆ 
• 1204745-95-8 C₄₄H₄₆N₂O₆ 
• 1204745-93-6 C₄₆H₅₄N₂O₄ 
• 1353990-78-9 C₅₄H₇₀N₆O₄ 
• 926643-80-3 N,N'-dioctyl-2,6-(4'-ethynylphenyl)naphthalene-1,4,5,8-tetracarboxylic acid bisimide 

Relevant academic research and scientific papers

New brightly coloured, water soluble, core-substituted naphthalene diimides for biophysical applications

Symmetrically and dissymmetrically core-substituted amino naphthalene diimides (cNDIs) with water-soluble substituents have been synthesised. The compounds display characteristic steady-state optical properties absorbing and emitting light in the visible part of the electromagnetic spectrum. Time-resolved fluorescence studies reveal long emission lifetimes of ～10 ns in chloroform, ～8 ns in methanol and ～4 ns in water. Suitability for use in biophysical applications is demonstrated by encapsulation into reverse micelles and liposomes. Fluorescence lifetime is shown to indicate cavity size in the reverse micelles and fluorescence correlation spectroscopy measurements of cNDI loaded liposomes successfully determined diffusion coefficients and hydrodynamic radii of the liposomes.

Red-Emitting Delayed Fluorescence and Room Temperature Phosphorescence from Core-Substituted Naphthalene Diimides

Unprecedented ambient triplet-mediated emission in core-substituted naphthalene diimide (cNDI) derivatives is unveiled via delayed fluorescence and room temperature phosphorescence. Carbazole core-substituted cNDIs, with a donor–acceptor design, showed deep-red triplet emission in solution processable films with high quantum yield. This study, with detailed theoretical calculations and time-resolved emission experiments, enables new design insights into the triplet harvesting of cNDIs; an important family of molecules which has been, otherwise, extensively been investigated for its n-type electronic character and tunable singlet fluorescence.

Core-fluorinated naphthalene diimides: Synthesis, characterization, and application in n-type organic field-effect transistors

A series of difluoro- and tetrafluoro-substituted naphthalene diimides (NDIs) were synthesized by halogen exchange reactions of corresponding bromo-NDIs with CsF in dioxane. Two strong electron acceptor molecules 6 and 8 with low-lying LUMO energy levels of -4.27 and -4.54 eV were obtained, starting from tetrafluoro-NDI. Organic field-effect transistors (OFETs) based on these fluorinated NDIs were fabricated by vapor deposition, exhibiting n-channel field-effect character under ambient conditions with the highest mobility of 0.1 cm2 V-1 s-1.

Core substituted naphthalene diimide-metallo bisterpyridine supramolecular polymers: Synthesis, photophysics and morphology

A series of metallo Ru(ii), Fe(ii), Co(ii) bisterpyridine polymers were prepared with naphthalene diimide (NDI) groups inserted between two 4′-phenyl-2,2:6′,2′′-terpyridine (phtpy) groups. Core-substituted NDIs typically have long-lived excited states with relatively high quantum yields, yet the NDI emission in these metallopolymers was completely quenched, most likely because of efficient electron-transfer from the M(phtpy)22+ groups to the excited NDIs. AFM, TEM and SEM experiments indicate that the regiochemistry of the substitution on the core of the naphthalene diimide, together with coordination of the terpyridine ligand to different metals, strongly influences the morphologies of the resulting metallosupramolecular polymers. The morphologies of spin-coated samples of the para-substituted polymers revealed the formation of long, bundled nanorods. Lengths on the order of ～8 μm were observed for the bundle of the longest polymers (5-Ru) by both AFM and TEM microscopy. The morphologies of the meta substituted polymers, on the other hand, exhibited significantly shorter and less well-defined morphologies. This journal is

Novel electron acceptor -donor-acceptor Naphthalene diimide compound and organic electronic device that contains it

The present invention relates to an organic semiconductor compound used for manufacturing a novel naphthalene diimide derivative compound in which an electron donor compound is inserted between two naphthalene diimides. Also, a compound is manufactured by synthesizing the organic semiconductor compound of the present invention and substituted or unsubstituted thiophene including a naphthalene diimide derivative and sulfur (S) and accordingly shows a low band gap and, therefore an organic electronic device including the same has a high efficiency. Also, the organic semiconductor compound in the present invention has outstanding thermal stability and physical properties as well as a high interaction between molecules and can be accordingly used as organic semiconductor materials with a high electrical property. The organic semiconductor compound in the present invention can be used in various organic electron devices including an organic thin-film transistor.

The synthesis of novel core-substituted naphthalene diimides via Suzuki cross-coupling and their properties

This paper reports the efficient core-substitution of halogenated naphthalene diimides utilizing the Suzuki cross-coupling reaction to install various aryl substituents at the 2,6 positions. The UV-visible spectra of these compounds show a clear absorbance red shift and an enhanced fluorescence output, making them potential candidates for solar-cell dyes and electroactive elements for supramolecular materials.

NAPHTHALENE-BASED SEMICONDUCTOR MATERIALS AND METHODS OF PREPARING AND USE THEREOF

Provided are mono- and diimide naphthalene compounds for use in the fabrication of various device structures. In some embodiments, the naphthalene core of these compounds are mono-, di-, or tetra-substituted with cyano group(s) or other electron-withdrawing substituents or moieties. Such mono- and diimide naphthalene compounds also can be optionally N-substituted.

Very large acceleration of the photoinduced electron transfer in a Ru(bpy)3-naphthalene bisimide dyad bridged on the naphthyl core

By linking a naphthalenebisimide (NBI) unit to [Ru(bpy)3] 2+ on the naphthyl core the rate of photoinduced Ru-to-NBI electron transfer was 1000-fold increased compared to the case with a conventional linking on the nitrogen. The Royal Society of Chemistry.