24259-89-0

Basic information

• Product Name: Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone,2,7-diphenyl-
• Synonyms: 1,4,5,8-Naphthalenetetracarboxylic1,8:4,5-diimide, N,N'-diphenyl-; 1,4,5,8-Naphthalenetetracarboxylic acidbis(phenylimide); N,N'-Diphenyl-1,4,5,8-naphthalenetetracarboxylic1,8:4,5-diimide; N,N'-Diphenyl-1,4,5,8-naphthalenetetracarboxylic acid diimide; 2,7-diphenylbenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone; LT-S9097; DPNTDA
• CAS NO: 24259-89-0
• Molecular Formula: C₂₆H₁₄N₂O₄
• Molecular Weight: 418.41
• Mol File: 24259-89-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone,2,7-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone,2,7-diphenyl-(24259-89-0)
• EPA Substance Registry System: Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone,2,7-diphenyl-(24259-89-0)

Safety Data

• Hazard Codes: A poison.:
• Safety Statements: A poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NO:
• Hazardous Substances Data: 24259-89-0(Hazardous Substances Data)

Usage

General Description

Benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone,2,7-diphenyl-, also known as DPPT, is a chemical compound with potential application in various fields including pharmaceuticals, materials science, and organic chemistry. It is a polycyclic aromatic compound that contains a tetrone group and two phenyl groups. DPPT has been studied for its potential antioxidant, anti-inflammatory, and anticancer properties. Its unique structure also makes it suitable for the development of new materials and chemical reactions. Further research and development of DPPT could lead to the discovery of novel therapeutic agents and innovative materials with a wide range of applications.

Upstream product

• 81-30-1 1,4,5,8-naphthalenetetracarboxylic dianhydride 
• 62-53-3 aniline 

Downstream Products

• 108223-27-4 2,6-diphenylindolo<5,4,3-def>isoquinoline-1,3,7-trione 
• 108223-26-3 5-phenylcarbamoyl-8-phenylamino-1,4-naphthtalenedicarboxylic acid 
• 108223-24-1 disodio-2,7-diphenyl-3,8-dihydroxy-1,6-dioxobenzo-3,8-phenanthroline 3,8-dioxide 

Relevant articles and documents

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.

Green and highly efficient synthesis of perylene and naphthalene bisimides in nothing but water

High-purity, symmetrically substituted perylene and naphthalene bisimides were obtained by hydrothermal condensation of monoamines with the corresponding bisanhydride. The hydrothermal imidization proceeds quantitatively, without the need for organic solvents, catalysts or excess of the amines.

Electronically regulated thermally and light-gated electron transfer from anions to naphthalenediimides

Anion-induced electron transfer (ET) to π-electron-deficient naphthalenediimides (NDIs) can be channeled through two distinct pathways by adjusting the Lewis basicity of the anion and the π-acidity of the NDI: (1) When the anion and NDI are a strong elect