41266-01-7

Basic information

• Product Name: 1,4-Benzenediamine, N,N'-bis(4-nitrophenyl)-
• CAS NO: 41266-01-7
• Molecular Formula: C18H14N4O4
• Molecular Weight: 350.334
• Mol File: 41266-01-7.mol

Chemical Properties

• CAS DataBase Reference: 1,4-Benzenediamine, N,N'-bis(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzenediamine, N,N'-bis(4-nitrophenyl)-(41266-01-7)
• EPA Substance Registry System: 1,4-Benzenediamine, N,N'-bis(4-nitrophenyl)-(41266-01-7)

Safety Data

• Hazardous Substances Data: 41266-01-7(Hazardous Substances Data)

Upstream product

• 106-50-3 1,4-phenylenediamine 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 4958-10-5 N¹,N⁴-bis(4-aminophenyl)-1,4-benzenediamine 
• 200192-05-8 N,N'-bis(β-naphthyl)-N,N'-bis(4-nitrobenzene)p-phenylenediamine 
• 264146-78-3 N¹,N⁴-bis(4-aminophenyl)-1,4-benzoquinone diimine 
• 651048-13-4 N'',N'''-bis(2'',4''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-benzenediamine 
• 651048-12-3 N'',N'''-bis(2''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-benzenediamine 
• 651048-11-2 N'',N'''-bis(4''-nitrophenyl)-N,N'-bis(4'-aminophenyl)-1,4-benzenediamine 

Relevant articles and documents

Highly stable electrochromism and electrofluorochromism derived from a bi-functional polyamide containing conjugated bis(diphenylamine-spirodifluorene) moieties

A polyamide containing bis(diphenylamine-spirodifluorene) moieties was designed and synthesized. Owing to the stable electroactive amine center of conjugated system and loose interchain packing of twisted double triphenylamine-fluorophore moieties, the resulting polyamide revealed good overall properties, especially ultra-high cycle stability (less than 11.0% of fluorescence contrast loss after 800 cycles), as well as rapid switching speed (2.9/1.8 s) and high fluorescence/color contrast (111/69.2%). The study will promote their practical applications in the near future.

Curable Compound, Coating Composition Comprising the Same and Organic Light Emitting Diode Comprising Organic Thin Layer with Superior Solvent Orthogonality Derived therefrom

The present invention has excellent solvent resistance. For example, the compound represented by the following Chemical Formula 1 may be used as the organic thin film layer of the multi-layer structure in the solution process. Chemical Formula 1.

Diamine compound containing symmetrical bifluorophore structure and preparation and application thereof Polyamide and polyimide and preparation and application thereof

The invention provides a diamine compound containing a symmetric bifluorophore structure and preparation and application thereof, polyamide and polyimide as well as preparation and application thereof, and belongs to the technical field of electric control fluorescence. In the diamine compound structure provided by the invention, the highly symmetric diphenylamine group serves as the derivative structure of triphenylamine, the stability of the monocationic radical can be remarkably enhanced due to the resonance coupling action between the two N atoms, and the longer conjugation length phase makes it higher HOMO energy level and lower oxidation potential than monotriphenylamine. In addition, the polymer prepared by the diamine compound is high in fluorescence contrast ratio and short in fluorescence switching time.

COMPOSITIONS OF OLIGOANILINES AND METHODS OF MAKING AND USING

Compositions of oligoanilines with higher purity, methods of making and using thereof, are provided. The compositions are produced in large scale with larger yield using simple purification techniques such as washing. Methods have been developed that allow large scale synthesis of oligoaniline compounds with the following benefits: (i) higher purity; (ii) larger yield of oligoaniline compounds; (iii) simple purification that does not require complicated techniques such as liquid chromatograph; (iv) lower cost; and (v) full characterization. The highly pure oligoaniline compositions can be used as reducing or oxidizing agent in a redox reaction. The oligoaniline compositions have colors and can be used as dyes, i.e. redox active dyes in a redox reaction, as intermediates for the development of conductive elastomers, or as catalysts.

Large-Scale Synthesis of Aniline Trimers in Different Oxidation States

Polyanilines are an important class of organic compounds, due to their utility in a large variety of applications. In contrast, oligo?-anilines have been employed far more sporadically, in large part reflecting an absence of refined synthetic approaches. Herein, we report, for the first time, a relatively large-scale strategy to generate highly pure aniline trimers at different oxidation states with excellent yields (90-97percent).

DERIVATIVES OF PPD USEFUL FOR COLORING HAIR AND SKIN

The is provided a compound of formula I or II or physiologically acceptable salts or solvates, or oxidised derivatives thereof: where R1 to R3, R13 and R14 are as defined herein. Also disclosed herein are methods of dyeing hair or (temporarily) tattooing the skin using the compounds of formula I or II (or physiologically acceptable salts or solvates, or oxidised derivatives thereof) in a suitable composition.

Facile synthesis of oligo anilines as permanent hair dyes: How chemical modifications impart colour and avoid toxicity

Many dyes for long-lasting hair coloring contain aromatic amines that undergo oxidative polymerizations, resulting in allergic contact dermatitis, with the potential to develop serious toxic effects. Among these amines, para-phenylenediamine (PPD) is a small molecule form of aniline commonly used in beauty products despite being a known allergen to humans. Hence, in this study we designed and synthesized safer PPD analogues through the synthesis of oligomeric PPD and the introduction of bulky side chains on PPD to overcome the PPD dye's toxicity. We hypothesized that (a) an increase in the molecular size of PPD by addition of the PPD monomer unit on free amines and (b) strategic functionalizations at the ortho position of PPD with strong electron-donating bulky groups are able to maintain the hair coloring properties, and increase the resistance to binding to skin proteins and therefore decrease the chance of skin sensitization. 13 oligomers were synthesized, with the aim to produce safer hair dyes while minimising eventual toxicity to humans. In particular, oligomers with bulky sidechains, PPD 6 (13), PPD 7 (14) and PPD 8 (15), displayed weak-to-moderate (27.1%, 24.1% and 34.0%) sensitization potential. The results confirmed the importance of having bulky and strong electron donating O-alkyl substituents in order to decrease the reactivity of PPD analogues towards skin proteins, thus preventing the interaction with immune cells and providing safer hair dyes.

Synergistic effect between electroactive tetraphenyl-: P -phenylenediamine and AIE-active tetraphenylethylene for highly integrated electrochromic/electrofluorochromic performances

Switchable fluorescent materials have gained great attention due to their promising applications in sensors, memory devices and displays. However, further progress is hindered by the low fluorescence contrast, modest response speed and inferior long-term cycling stability. Based on a rational design strategy by combining a highly conjugated tetraphenyl-p-phenylenediamine (TPPA) unit and an aggregation induced emission (AIE)-active tetraphenylethylene (TPE) unit, we synthesized a novel diamine "N,N′-bis(4-aminophenyl)-N,N′-di(4-(1,2,2-triphenylethenyl)phenyl)-1,4-phenylenediamine" to construct an electro- and AIE-active polymer. In addition to the high efficiency solid-state fluorescence and the extremely stable redox properties, the resulting polymer TPE-TPPA-PA realized highly integrated emission/color dual-switchable properties, including multistage color-changing, high fluorescence on/off contrast up to 252, impressively rapid response rate (1.3/0.5 s for EC and 0.7/2.1 s for EFC processes) and excellent cycling stability over 10000 s. The demonstrated synergistic effect between stable electroactive TPPA and AIE-active TPE may provide a new pathway for further molecular design to realize high-performance emission/color dual-switchable materials.

Linear 1,4-coupled oligoanilines of defined length: Preparation and spectroscopic properties

A facile synthetic method involving SNAr coupling of 4-fluoronitrobenzene to arylamines, followed by reduction of the nitro groups, has been developed. The method allows the preparation of symmetric (NH 2/ NH2 end-capped) and asymmetric (Ph/NH2 end-capped) oligoanilines of even or odd chain lengths. The preparation of the NH2/NH2 end-capped trimer to octamer and Ph/NH2 end-capped trimer to pentamer is described. The effect of the chain length on the spectroscopic properties of the oxidized oligomers has been investigated by UV-Vis-NIR spectroscopy.

Synthesis and spectroscopic properties of linear oligoanilines

Two types of linear oligomers, namely Ph/NH2 and NH 2/NH2 end-capped oligoanilines have been synthesized by SNAr coupling/reduction sequence. The 1H NMR spectra of obtained compounds are strongly infl