DFT studies of the effectiveness of p-phenylenediamine antioxidants through their Cu(II) coordination ability. (June 2016)

• Record Type: Journal Article
• Authors: Puškárová, Ingrid; Breza, Martin
• Is Part Of: Polymer degradation and stability. Volume 128(2016:Jun.)
• Page Start: 15
• Page End: 21
• Publication Date: 2016-06
• Subjects: DFT geometry optimization -- Population analysis -- Antioxidant effectiveness prediction; Polymers -- Deterioration -- Periodicals; Stabilizing agents -- Periodicals; Polymères -- Dégradation -- Périodiques; Stabilisants -- Périodiques; 668.9
• DOI: 10.1016/j.polymdegradstab.2016.02.028
• Languages: English
• ISSNs: 0141-3910

Abstract

Abstract: In B3LYP optimized structures of Cu 2+ complexes with a series of p -phenylenediamine (PPD) antioxidants the copper atom prefers bonding to the nitrogen atom between aromatic rings (N1 site). The PPD antioxidant effectiveness rises with increasing PPD affinity to Cu 2+ ions, decreasing charges and spin densities at Cu atoms and the increasing electron density transfer in Cu–N bonds in the 2 [PPD⋯Cu] 2+ complexes with copper atoms bonded at N1 site unlike remaining N sites. Cu bonding to tertiary carbon atoms is excluded due to the absence of frontier molecular orbitals density at these atoms in PPD molecules.