Antioxidant activity of 6PPD derivatives in polyisoprene matrix studied by non-isothermal DSC measurements

Cibulkovő, Z.; Šimon, Peter; Lehocký, Peter; Balko, Jozef

doi:10.1007/s10973-005-0660-3

Cited by 39 publications

(16 citation statements)

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“…In our previous study (Puškárová, 2015) we have investigated experimentally and evaluated by B3LYP calculations the NMR shifts of several PPD antioxidants in DMSO. We have found that their AEM increases with NMR shifts of both amine hydrogens, of the nitrogen between aromatic rings and probably of the tertiary carbon atom neighboring to the nitrogen between aromatic ring and the side aliphatic chain in agreement with the above mentioned theory of Simon et al (Cibulková, 2005a;Cibulková, 2005b;Polovková, 2006;Gatial, 2007;Cibulková, 2009;Rapta, 2009;Cibulková, 2010;. On the other hand, the NMR shifts of the amine nitrogens between aromatic ring and the side aliphatic chain exhibit a reverse trend.…”

Section: Introductionsupporting

confidence: 89%

“…The benzoquinonediimine-type products may finally undergo hydrolytic or condensation reactions by forming benzoquinonemonoimine-type structures or N-heterocyclic compounds (Cataldo, 2001;Cataldo, 2002). Simon et al investigated the relation between the structure of the PPD antioxidants and their efficiency in polyisoprene rubber (PIR) by non-isothermal DSC (Differential Scanning Calori metry) measurements (Cibulková, 2005a;Cibulková, 2005b;Polovková, 2006;Gatial, 2007;Cibulková, 2009;Rapta, 2009;Cibulková, 2010;. As the concentration of free radicals during the induction period determines the rate of the oxidation reaction, which can be reduced using antioxidants, the antioxidant activity can be evaluated as the ratio of the lengths of the induction periods t i of the stabilized (PIR + AOx) and unstabilized (PIR) polymer since the stability or non-stability of the polymer is brought about the same structural units both in stabilized and unstabilized polymer.…”

Section: Introductionmentioning

confidence: 99%

“…Simon et al (Cibulková, 2005a;Cibulková, 2005b;Polovková, 2006;Gatial, 2007;Cibulková, 2009;Rapta, 2009;Cibulková, 2010; have found that the effectiveness of a series of antioxidants under study is indirectly proportional to the dissociation energy of the C-H bond at the tertiary carbon atom in the neighbourhood of the nitrogen atom. Substitution of all hydrogen atoms at this carbon atom leads to a loss of antioxidant properties.…”

Section: Introductionmentioning

confidence: 99%

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Antioxidant effectiveness of dehydrogenated p-phenylene diamines through NMR calculations

Puškárová

Breza

2016

Acta Chimica Slovaca

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NMR shifts of N-phenyl-N'-alkyl-p-phenylenediamines (PPD) in vacuum were evaluated by B3LYP calculations using GIAO method. According to our previous studies, the Molar Antioxidant Effectiveness (AEM) of PPD antioxidants correlates with NMR chemical shifts of the amine nitrogen between aromatic rings (N A ), the side aliphatic chain nitrogen (N B ) and its neighboring tertiary carbon atom (C T ) as well as of the hydrogens bonded to them. Our results indicate that the above mentioned chemical shifts correlate with increasing reactivity of dehydrogenated PPD antioxidants at these sites as well.

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Section: Introductionsupporting

confidence: 89%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Antioxidant effectiveness of dehydrogenated p-phenylene diamines through NMR calculations

Puškárová

Breza

2016

Acta Chimica Slovaca

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“…In [5], a theory for the kinetic description of IP from non-isothermal DSC measurements with linear increase in temperature based on Arrhenius equation has been outlined. The theory was successfully applied to the study of thermooxidation of edible oils [5,8], fatty acid methyl esters [9], polyolefins [10], polyisoprene rubber [11,12], pharmaceuticals [13], thermooxidative stability of dried milk [14] and styrene-butadiene rubber [15]. In [16][17][18], it has been documented that the thermooxidative degradation does not obey Arrhenius kinetics and the extrapolation from high-temperature data to ambient temperature based on the Arrhenius temperature function very often leads to unrealistic estimation of the material durability.…”

Section: Introductionmentioning

confidence: 99%

Thermooxidative stability of European varieties of poppy seeds studied by DSC method

Cibulková

Čertı́k

Černá

et al. 2015

J Therm Anal Calorim

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Poppy seeds are widely used in the food industry, commonly for decoration and filling bakery products. They are rich in edible oil and therefore easily undergo oxidation reactions, which lead to the reduction in the shelf life. The goal of this study was to apply the previously developed methodology for testing the stability of 15 poppy seed cultivars using non-isothermal DSC and to select the most stable cultivars from two localities. For the treatment of the experimental data, a method based on non-Arrhenian temperature functions has been applied. In order to compare the stability of the poppy seed cultivars, the lengths of induction periods have been calculated. The results show that the stability of the samples is strongly influenced by the temperature and the provenance. The most stable cultivars from locality Malý Š ariš were Bergam at 140°C and Gerlach at 25°C. In the case of the second locality (Víglˇaš-Pstruša), the highest stability has been documented for the cultivar Malsar at both temperatures.

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“…Therefore, in recent years, more and more researchers study the antioxidant effect on the oxidation kinetics of materials by OOT values obtained under non‐isothermal conditions in an atmosphere of oxygen 11, 12. In addition, OOT can be used to estimate the OIT values 13–16. As a result, OOT is being widely used in polyolefins, rubbers and oils as a convenient and effective method of thermal analysis.…”

Section: Introductionmentioning

confidence: 99%

Structure effect of benzofuranone on the anti‐oxidation kinetics in polypropylene

Cai

Meng

Shen

et al. 2010

Asia-Pacific J Chem Eng

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Benzofuranone compounds are used as chain-breaking antioxidants in the melt processing of polymers owing to their strong hydrogen donating ability. In this article, the structural effects of benzofuranone compounds on anti-oxidation in polypropylene (PP) were evaluated using oxidation onset temperature (OOT) of PP stabilised by the compounds in oxygen and the oxidation kinetics of the PP was studied using Ozawa and Kissinger methods, respectively. The results show that benzofuranone compounds inhibit the oxidative degradation of PP by increasing the oxidation activation energy, and the higher the oxidation activation energy of PP, the better the anti-oxidation activity of benzofuranone in PP. Furthermore, the anti-oxidation activity of benzofuranone compounds in PP is weakened by the methyl group in the 2 -position. Compared to benzofuranone compounds OXBF1 and TBF1 without 2 -position methyl group, PP stabilised by benzofuranone compound MXBF1 with 2 -position methyl group has lower OOT values and smaller oxidation activation energy. 

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Antioxidant activity of 6PPD derivatives in polyisoprene matrix studied by non-isothermal DSC measurements

Cited by 39 publications

References 0 publications

Antioxidant effectiveness of dehydrogenated p-phenylene diamines through NMR calculations

Antioxidant effectiveness of dehydrogenated p-phenylene diamines through NMR calculations

Thermooxidative stability of European varieties of poppy seeds studied by DSC method

Structure effect of benzofuranone on the anti‐oxidation kinetics in polypropylene

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