34151-49-0

Usage

Uses

Used in Coordination Chemistry:
2,7-di(pyridin-4-yl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is used as a ligand in coordination chemistry for the design and synthesis of novel metal-organic frameworks. Its unique structure allows for the creation of complex metal-organic compounds with potential applications in various fields.
Used in Catalysis:
In the field of catalysis, 2,7-di(pyridin-4-yl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is used as a ligand for transition metal ion complexes. Its ability to form stable complexes with metal ions can enhance the catalytic activity and selectivity of these metal complexes in various chemical reactions.
Used in Biological Applications:
2,7-di(pyridin-4-yl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is also used as a ligand in biological applications, where it can bind to metal ions to form complexes with potential biological activity. These complexes may have applications in areas such as drug development, where they could be used to target specific biological processes or interact with biological macromolecules.
Used in Chemical and Materials Science Research:
In the field of chemical and materials science, 2,7-di(pyridin-4-yl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is used as a subject of research to explore its properties and potential applications. Its complex structure and the possibility of forming various metal complexes make it an interesting compound for scientists to study and develop new applications.

Upstream product

• 504-24-5 4-aminopyridine 
• 81-30-1 1,4,5,8-naphthalenetetracarboxylic dianhydride 

Downstream Products

• 504-24-5 4-aminopyridine 
• 35147-76-3 1,2,3,6,7,8-hexahydropyrene-1,3,6,8-tetraone 

Relevant academic research and scientific papers

Preliminary chemical reduction for synthesizing a stable porous molecular conductor with neutral metal nodes

Preliminary chemical reduction of naphthalenediimide (NDI)-based organic ligands was applied to the synthesis of a porous molecular conductor (PMC) with neutral metal nodes (cobalt(ii) acetylacetonate). The obtained semiconductive PMC (PMC-2) was stable due to the neutral metal nodes, providing an advantage over electrochemical reduction. This journal is

A naked-eye colorimetric indicator to discriminate aromatic compounds by solid-state charge-transfer complexation

A colorimetric indicating system has been developed using solid-state charge-transfer complexation to demonstrate color changes in response to various aromatic compounds and their isomers that provide no color changes under diluted solution conditions. Copyright

Energy-saving and long-life electrochromic materials of naphthalene diimide-cored pyridinium salts

Developing electrochromic materials with energy-saving (i.e., low driving voltage) and long-life (i.e., high switching stability) properties is highly desirable with respect to practical application. In this work, we report the synthesis of two N,N′-di(4-pyridyl)-1,4,5,8-naphthalene diimide derivatives (DPNDIs), (Me2DPNDI)·(2I) and (benzyl2DPNDI)·(2Br), and the characterization of their electrochemical and electrochromic properties. Both DPNDIs showed two quasi-reversible redox couples in the cyclic voltammograms with cathodic peak potentials of approximately-0.30 and-0.70 V vs. Ag/Ag+. The electrochromic devices based on ((Me2DPNDI)·(2I) and (benzyl2DPNDI)·(2Br)) gave a colored state of dark orange and orange, respectively, which are colored states that have rarely been reported, and both DPNDIs had a low onset bias of-0.7 V and good switching stabilities (the change in optical contrast after 7200 s of 4%). The introduction of pyridinium salts at the DPNDI core enhanced its solubility and switching stability. In combination with density functional theory (DFT) calculations, it was shown that the formation of pyridinium salts modified the electronic properties of 1,4,5,8-naphthalenetetracarboxylic dianhydride (NDA) and DPNDI, and both pyridinium salt and NDA units contributed to electrochemical reduction. The results demonstrate that (Me2DPNDI)·(2I) and (benzyl2DPNDI)·(2Br) are promising electrochromic materials and can be used in energy-saving buildings, smart windows, traffic signs, electronic paper, sunglasses, and anti-glare rearview mirrors.

The supramolecular composite, light emitter, and the sensor element for detecting organic compounds

[Problem] To provide a supramolecular complex having excellent light-emitting properties and formed from a plurality of structural components without using a heavy metal and by means of a simple operation. [Solution] The supramolecular complex is constitu

Functional 1,4,5,8-naphthalimide supermolecular organogel based on 4-aminopyridine, and application

The invention designs and synthesizes a functional 1,4,5,8-naphthalimide supermolecular organogel based on 4-aminopyridine. In DMSO, a main body which is the 4-aminopyridine functional 1,4,5,8-naphthalimide and an object body which is a supramolecular com

N and P active materials for organic photoelectric conversion layers in organic photodiodes

The invention relates to the field of active materials for organic image sensors. The present invention relates to transparent N materials and/or to transparent P materials and their use in absorptionlayer(s), photoelectric conversion layer(s) and/or an o

Core-substituted naphthalenediimides anchored on BiVO4 for visible light-driven water splitting

In this work, a novel catalytic system for the sunlight-driven water splitting reaction, which exploits the photocatalytic ability of BiVO4 coupled to a new kind of noble-metal-free organic dye molecules, is proposed. Hence, mono- and di-substituted naphthalenediimides (NDIs) were designed to have different functional groups that provide to them both tunable optical properties and adjustable HOMO/LUMO levels, and were selectively prepared (starting from 1,4,5,8-naphthalenetetracarboxylic acid) achieving yields >69%. Smart anchoring groups (i.e. carboxylates or aromatic amines) were added to the dyes in order to allow them to covalently bond to acidic -OH groups present on the BiVO4 surface. An easy and low-cost room temperature dip-coating technique was used to dye-sensitize both BiVO4 powders and thin films. NMR, MS, FT-IR, TG, FESEM, XRD, XPS and optical analyses confirmed the successful organic synthetic routes and good dyes/BiVO4 linkages. Photochemical and photoelectrochemical water oxidation reaction tests, together with DFT calculations, demonstrated that a proper alignment of the semiconductor/NDI-based dye energy levels is fundamental for enhancing the photocatalyst performance through a Z-scheme mechanism. The ability of the NDI organic molecules to delocalize the electronic charges was also a key factor for minimizing recombination processes and achieving more than a ten-fold increase in the photocurrent density of a 6 cm2 BiVO4 photo-electrode. The here reported results open new perspectives for the utilization of this new series of core-substituted NDIs, which are able to improve the activity of photocatalysts for different sunlight-driven applications, e.g. waste water treatment and organic contaminants' degradation, other than the production of solar fuels by water splitting mechanisms.

ORGANIC PHOTOELECTRIC DEVICE AND IMAGE SENSOR

An organic photoelectric device includes a first electrode and a second electrode facing each other, and an active layer between the first electrode and the second electrode, wherein the active layer includes an n-type semiconductor compound that is trans

Multifunctional radical-doped polyoxometalate-based host-guest material: Photochromism and photocatalytic activity

An effective strategy to synthesize multifunctional materials is the incorporation of functional organic moieties and metal oxide clusters via self-assembly. A rare multifunctional radical-doped zinc-based host-guest crystalline material was synthesized with a fast-responsive reversible ultraviolet visible light photochromism, photocontrolled tunable luminescence, and highly selective photocatalytic oxidation of benzylic alcohols as a result of blending of distinctively different functional components, naphthalenediimide tectons, and polyoxometalates (POMs). It is highly unique to link π-electron-deficient organic tectons and POMs by unusual POMs anion-π interactions, which are not only conducive to keeping the independence of each component but also effectively promoting the charge transfer or exchange among the components to realize the fast-responsive photochromism, photocontrolled tunable luminescence, and photocatalytic activity.

Boundaries of anion/naphthalenediimide interactions: From anion-π interactions to anion-induced charge-transfer and electron-transfer phenomena

The recent emergence of anion-π interactions has added a new dimension to supramolecular chemistry of anions. Yet, after a decade since its inception, actual mechanisms of anion-π interactions remain highly debated. To elicit a complete and accurate understanding of how different anions interact with π-electron-deficient 1,4,5,8-naphthalenediimides (NDIs) under different conditions, we have extensively studied these interactions using powerful experimental techniques. Herein, we demonstrate that, depending on the electron-donating abilities (Lewis basicity) of anions and electron-accepting abilities (π-acidity) of NDIs, modes of anion-NDI interactions vary from extremely weak non-chromogenic anion-π interactions to chromogenic anion-induced charge-transfer (CT) and electron-transfer (ET) phenomena. In aprotic solvents, electron-donating abilities of anions generally follow their Lewis basicity order, whereas π-acidity of NDIs can be fine-tuned by installing different electron-rich and electron-deficient substituents. While strongly Lewis basic anions (OH- and F-) undergo thermal ET with most NDIs, generating NDI?- radical anions and NDI 2- dianions in aprotic solvents, weaker Lewis bases (AcO-, H2PO4-, Cl-, etc.) often require the photoexcitation of moderately π-acidic NDIs to generate the corresponding NDI?- radical anions via photoinduced ET (PET). Poorly Lewis basic I- does not participate in thermal ET or PET with most NDIs (except with strongly π-acidic core-substituted dicyano-NDI) but forms anion/NDI CT or anion-π complexes. We have looked for experimental evidence that could indicate alternative mechanisms, such as a Meisenheimer complex or CH anion hydrogen-bond formation, but none was found to support these possibilities.