137730-90-6

Upstream product

• 1821-27-8 N,N-bis(p-nitrophenyl)amine 
• 98-95-3 nitrobenzene 
• 100-01-6 4-nitro-aniline 
• 537-65-5 4,4'-diaminodiphenylamine 
• 258269-00-0 N,N’’-bis(4’’-nitrophenyl)-4,4’-diaminodiphenylamine 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 651048-15-6 N'',N'''-bis(2'''-nitrophenyl)-N,N'-bis(4''-aminophenyl)-4,4'-diaminodiphenylamine 
• 651048-14-5 N'',N'''-bis(4'''-nitrophenyl)-N,N'-bis(4''-aminophenyl)-4,4'-diaminodiphenylamine 
• 651048-16-7 N'',N'''-bis(2''',4'''-dinitrophenyl)-N,N'-bis(4''-aminophenyl)-4,4'-diaminodiphenylamine 

Relevant academic research and scientific papers

Peptide-directed assembly of functional supramolecular polymers for biomedical applications: electroactive molecular tongue-twisters (oligoalanine-oligoaniline-oligoalanine) for electrochemically enhanced drug delivery

We report the preparation and characterization of films of electroactive supramolecular polymers based on non-electroactive oligoalanines and electroactive oligoanilines. Fibroblasts adhered to and proliferated on the films, and the delivery of the clinically relevant anti-inflammatory drug dexamethasone phosphate could be enhanced upon the application of an electrical stimulus.

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.

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.

Substituent effect on electrochemical and electrochromic behaviors of ambipolar aromatic polyimides based on aniline derivatives

Three series of new ambipolar polyimides containing aniline derivatives with different degree of 4-methoxyphenyl substituent showing anodically/cathodically electrochromic characteristic were prepared from the polycondensation of three diamine monomers-4,4′-bis[(4-aminophenyl)amino] diphenylamine (3), 4,4′-bis[(4-aminophenyl)amino]-4″- methoxytriphenylamine (3′), and 4,4′-bis[4-aminophenyl(4- methoxyphenyl)amino]-4″-methoxytriphenylamine (3″)-with various commercially available tetracarboxylic dianhydrides. In addition to the high glass-transition temperatures (Tg, 246-339 °C), thermal stability, and solution processability, the resulting polyimide films exhibited ambipolar electrochromic behavior. The nonconjugated TPA-based polyimides III revealed more stable electrochemical oxidation behavior and better electrochromic reversibility than conjugated DPA-based corresponding polyimides I due to the additional phenyl ring providing the route to stabilize the cation radical formed during oxidation.

Synthesis and spectroscopic properties of aniline tetramers. Comparative studies

A new synthetic method involving SNAr coupling of 4-fluoronitrobenzene to arylamines, followed by the reduction of the nitro groups, has been developed. Two types of aniline oligomers, namely Ph/NH 2 and NH2/NH2

High-Pressure Synthesis of Oligoanilines

Aniline oligomers can be prepared cleanly and in high yield by the high-pressure promoted SNAr reaction of aromatic amines with fluoronitrobenzenes followed by reduction of the nitro group.