Tang, Zhongping published the artcileTheoretical studies on the structure and property of alkylated diphenylamine antioxidants, Quality Control of 1821-27-8, the publication is Journal of Theoretical & Computational Chemistry (2014), 13(5), 1450035/1-1450035/17, database is CAplus.
Diarylamines (Ar2NH) are generally used as antioxidants to inhibit or retard the auto-oxidation degradation of lubricating oil by trapping ROO¡¤ radicals. In the present study, 20 kinds of 4,4′-disubstituted diphenylamine compounds were investigated through d. functional theory (DFT) calculations The results indicate that the N-H bond dissociation enthalpy (BDE) linearly correlates its one-electron oxidation potential, the difference in Mulliken at. charge on the two atoms of N-H bond, the reaction rate constant of hydrogen transfer from Ar2NH to peroxy radical, and the chem. hardness of the resulted Ar2N¡¤ radical, resp. The substitution of alkyl groups (electron-donating groups) decreases the N-H BDE, one-electron oxidation potential and the reaction rate constant, while that of significant electron-withdrawing groups such as -NO2 and -COOCH3 increases these three parameters. The electron-donating groups such as alkyls could improve the antioxidation performance of 4,4′-disubstituted diphenylamines whereas electron-withdrawing groups have the contrary effect. In addition, the frontier MO of Ar2NH has been also analyzed.
Journal of Theoretical & Computational 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 C8H8N2OS, Quality Control of 1821-27-8.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia