Venkatesan, Gopalakrishnan published the artcileFacile synthesis of oligo anilines as permanent hair dyes: how chemical modifications impart colour and avoid toxicity, SDS of cas: 1821-27-8, the publication is New Journal of Chemistry (2019), 43(41), 16188-16199, database is CAplus.
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 mol. 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 analogs 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 mol. 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 minimizing 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 analogs towards skin proteins, thus preventing the interaction with immune cells and providing safer hair dyes.
New Journal of Chemistry published new progress about 1821-27-8. 1821-27-8 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Amine,Benzene, name is Bis(4-nitrophenyl)amine, and the molecular formula is C7H9BN2O3, SDS of cas: 1821-27-8.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia