Acta Chimica Slovaca (ACS) publishes papers on fundamental and applied aspects of chemistry, biochemistry, chemical technology, chemical engineering and process control, biotechnology and food technology. Welcome are also topics which include chemical aspects of materials, physical chemistry and chemical physics, analytical chemistry, macromolecular chemistry and biomedical engineering.

Quantum-chemical study of N,N´-diphenyl-p-phenylenediamine (DPPD) dehydrogenation

Anton Gatial *, Júlia Polovková a, Martin Breza

Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology, SK-81237 Bratislava, Slovakia
a Institute of Measurement Science, Slovak Academy of Sciences, SK-84104 Bratislava, Slovakia

E-mail: *

Abstract: Using B3LYP/6-31G* treatment, the optimal geometries and IR spectra of N,N´-diphenyl-p-phenylenediamine antioxidant (DPPD) and of N,N´-diphenyl-p-quinonediimine (DQDI) as its double dehydrogenated oxidation product have been obtained. The complete conformation analysis predicts the existence of four stable conformers of each of the systems under study. Experimental IR spectra of DPPD sample heated on air at 140 ºC confirmed the DQDI formation even at increased temperatures.

Keywords: Antioxidants; N,N´-substituted p-phenylenediamines; dehydrogenated structures; IR spectra; DFT geometry optimization

Full paper in Portable Document Format: acs_0007.pdf

Acta Chimica Slovaca, Vol. 1, No. 1, 2008, pp. 72—84