844658-09-9

Basic information

• Product Name: 1,4-Benzenediamine, N,N-bis(4-aminophenyl)-N',N'-diphenyl-
• CAS NO: 844658-09-9
• Molecular Formula: C30H26N4
• Molecular Weight: 442.563
• Mol File: 844658-09-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,4-Benzenediamine, N,N-bis(4-aminophenyl)-N',N'-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzenediamine, N,N-bis(4-aminophenyl)-N',N'-diphenyl-(844658-09-9)
• EPA Substance Registry System: 1,4-Benzenediamine, N,N-bis(4-aminophenyl)-N',N'-diphenyl-(844658-09-9)

Safety Data

• Hazardous Substances Data: 844658-09-9(Hazardous Substances Data)

Upstream product

• 4316-57-8 4-nitrophenyldiphenylamine 
• 844658-08-8 N,N-bis(4-nitrophenyl)-N',N'-diphenyl-1,4-phenylenediamine 
• 2350-01-8 4-aminotriphenylamine 

Relevant articles and documents

Preparation and electrochromic properties of two series of polyurethanes containing separated triphenylamine moiety with different blocks

Two series of novel aromatic polyurethanes containing triphenylamine derivatives were synthesized via polycondensation of 4-(3,6-diisocyanato-9H-carbazol-9-yl) aniline, N,N-bis(4-isocyanatophenyl) benzene-1,4-diamine with various dihydroxy monomers such as phenolphthalein, 2,2-bis (4-hydroxyphenyl) -propane, 4,4'-dihydroxybiphenyl, 4, 4'-bishydroxy benzophenone and bisphenolfluorene, respectively. The variation of the backbone structure affected the electronic properties, solubility, molecular weight and thermal stability of polyurethanes. The thermal stability of polyurethanes was studied by the gravimetric analyzer. The electrochromic performance was investigated by cyclic voltammograms and spectroelectrochemical methods, which showed stable and reversible electrochromic properties. Besides, the color of polyurethanes can be varied from initial colorless to green then to blue via electro-oxidation, which indicates the polyurethanes will have potential applications for eletrochromic materials. In addition, the PUs exhibited memory characteristic. The result indicated the PUs could be applied in smart window and memory devices.

Novel anodic electrochromic aromatic polyamides with multi-stage oxidative coloring based on N,N,N′,N′-tetraphenyl-p-phenylenediamine derivatives

A series of novel aromatic polyamides with pendent 4,4′-dimethoxy- substituted triphenylamine (TPA) units were prepared via the direct phosphorylation polycondensation from a new dicarboxylic acid monomer, N,N-bis(4-carboxyphenyl)-N′,N′-di(4-methoxyphenyl)-1, 4-phenylenediamine (4), and various aromatic diamines. These polyamides were amorphous with good solubility in many organic solvents, such as N-methyl-2-pyrrolidinone (NMP) and N,N-dimethylacetamide (DMAc), and could be solution-cast into flexible polymer films. They had excellent levels of thermal stability associated with their relatively high glass-transition temperatures (233-308 °C). These polymers exhibited strong UV-vis absorption bands at 351-363 nm in NMP solution. Their photoluminescence spectra showed maximum bands around 450-504 nm. The hole-transporting and electrochromic properties are examined by electrochemical and spectroelectrochemical methods. Cyclic voltammograms of the polyamide 6g prepared from the dicarboxylic acid monomer (4) with a structurally similar diamine monomer N,N-bis(4-aminophenyl)-N′, N′-di(4-methoxyphenyl)-1,4-phenylenediamine (5g) exhibited four reversible oxidation redox couples in acetonitrile solution at Eonset = 0.35, E1/2 = 0.64, 0.84, and 0.99 V, respectively. After over 3000 cyclic switches for green color, the films of polyamide 6g still showed excellent continuous cyclic stability of electrochromism.

Synthesis, luminescence and electrochromism of aromatic poly(amine-amide)s with pendent triphenylamine moietiest

A new triphenylamine-containing aromatic dicarboxylic acid monomer, N,N-bis(4-carboxyphenyl)-N′,N′-diphenyl-1,4-phenylenediamine (2), was synthesized from the amination reaction between 4-aminotriphenylamine and 4-fluorobenzonitrile and subsequent alkaline hydrolysis of the dinitrile intermediate. A series of novel aromatic poly(amine-amide)s with triphenylamine units in the main chain and as the pendent group were prepared from the newly synthesized dicarboxylic acid and various aromatic diamines. These poly(amine-amide)s were amorphous and readily soluble in many organic solvents. All the polymers could be solution-cast into flexible films with good mechanical properties. They had excellent levels of thermal stability associated with high glass-transition temperatures (226-261°C). These polymers exhibited strong UV-vis absorption bands at 350-365 nm in NMP solution. Their photoluminescence spectra showed maximum bands around 512-543 nm in the green region. The hole-transporting and electrochromic properties are examined by electrochemical and spectroelectrochemical methods. Cyclic voltammograms of the poly(amine-amide) 5a prepared from the dicarboxylic acid monomer 2 with a structurally similar diamine monomer N,N-bis(4-aminophenyl)-N′,N′- diphenyl-1,4-phenylenediamine (4a) exhibited four reversible oxidation redox couples in acetonitrile solution at E1/2 = 0.60, 0.80, 0.97 and 1.13V, respectively. All the poly(amine-amide)s exhibited excellent reversibility of electrochromic characteristics by continuous five cyclic scans between 0.0 to 1.30 V, with a color change from the original pale yellowish neutral form to the green and then to blue oxidized forms. The Royal Society of Chemistry 2005.