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This research aimed to show the possible impact of natural antioxidants on epoxidized natural rubber (ENR) and poly(lactic acid) (PLA) green composites. Thus, the ENR/PLA blends were prepared with the addition of three selected phytochemicals (catechin hydrate, eugenol and flavone). Obtained materials were submitted for solar aging. The analysis of the samples’ features revealed that catechin hydrate is a natural substance that may delay the degradation of ENR/PLA blends under the abovementioned conditions. The blend loaded with catechin hydrate presented stable color parameters (dE < 3 a.u.), the highest aging coefficient (K = 0.38 a.u.) and the lowest carbonyl index based on FT-IR data (CI = 1.56) from among all specimens. What is more, this specimen prolonged the oxidation induction time in comparison with the reference samples. Gathered data prove the efficiency of catechin hydrate as an anti-aging additive. Additionally, it was found that a specimen loaded with flavone changed its color parameters significantly after solar aging (dE = 14.83 a.u.) so that it would be used as an aging indicator. Eventually, presented eco-friendly ENR-based compositions may be applied in polymer technology where materials presenting specific properties are desirable.

(+)-Catechin is a flavonoid with valuable antioxidant and antimicrobial properties, found in significant amounts in green tea leaves. Polymeric forms of catechin have been obtained by enzymatic reaction, photopolymerization, and polycondensation in designed processes. However, so far, poly(catechin) has not been received in the cross-linking reaction. Reactions with the cross-linking compound allowed for the preparation of antibacterial and antioxidant materials based on quercetin and rutin. The aim of the research was to obtain, for the first time, poly(catechin) by reaction with glycerol diglycide ether cross-linking compound. The polymeric form of (+)-catechin was confirmed using FTIR and UV-Vis spectroscopy. In addition, thermal analysis (TG and DSC) of the polymeric catechin was performed. The antioxidant and antibacterial activity of poly (flavonoid) was also analyzed. Poly(catechin) was characterized by greater resistance to oxidation, better thermal stability and the ability to reduce transition metal ions than (+)-catechin. In addition, the polymeric catechin had an antimicrobial activity against Staphylococcus aureus stronger than the monomer, and an antifungal activity against Aspergillus niger comparable to that of (+)-catechin. The material made on the basis of (+)-catechin can potentially be used as a pro-ecological stabilizer and functional additive, e.g., for polymeric materials as well as dressing materials in medicine.

Catechin is a plant polyphenol with valuable antioxidant and health-promoting properties. Polymerization is one way to stabilize flavonoids and may cause changes in their specific properties. The aim of this study is to obtain a polymeric complex catechin compound with high thermal stability. As a result of polymerization, a condensed and cross-linked catechin structure was obtained, which guaranteed high thermal resistance and, moreover, the phosphorus groups added in the second step of polymerization ensured that the compound obtained had thermal stability higher than natural condensed tannins. The first step of self-polymerization of (+)-catechin may be an easy way to obtain proanthocyanidins with greater antioxidant activity. The second step of the polymerization obtained a polymeric complex catechin compound that showed better thermal stability than catechin. This compound can potentially be used as a new pro-ecological thermal stabilizer.

Plant polyphenols are a huge group of compounds with a wide spectrum of applications. Substances from this group have been used in polymer materials such as stabilizers, dyes, indicators, fungicides, and bactericides, especially in new generation packaging materials. The aim of this study is to obtain environmentally friendly materials based on the biodegradable aliphatic polyesters, polylactide (PLA) and polyhydroxyalkanoate (PHA), with plant functional additives, (+)-catechin and polydatin. These natural polyphenols (polydatin and (+)-catechin) have not been used so far in polymer materials (especially in biodegradable polyesters) as stabilizers, dyes, and indicators of aging. The application of polydatin and (+)-catechin as multifunctional additives for biodegradable polymers is a scientific novelty. This paper presents the following analyses of polyester materials: SEM microscopy, wide angle x-ray diffraction, mechanical properties, thermal analysis, surface free energy analysis, and determination of change of color after controlled UV exposure, thermal oxidation and weathering. Both PLA and PHA polyesters were characterized by higher resistance to oxidation and greater resistance to degradation under the influence of UV radiation. In addition, (+)-catechin was used simultaneously as a dye and an indicator of the aging time of polymeric materials. In contrast, polydatin did not dye polymers, but was a very good indicator of their lifetime, changing color under the influence of various external factors. Both polyphenols can be successfully used as natural additives for pro-ecological polyesters.

Plant polyphenols, especially flavonoids, are active and pro-health substances found in fruits and vegetables. Quercetin and its glycoside rutin are representatives of flavonoids, commonly found in plant products. Catechins found in large quantities in tea are also a well-known group of natural polyphenols. These compounds are based on the structure of flavan-3-ol, which is why the number, positions and types of substitutions affect the scavenging of radicals and other properties. Despite some inconsistent evidence, several structure-activity relationships of monomeric flavonoids are well established in vitro. However, the relationships between the activity and other properties of the polymeric forms of flavonoids and their structures are poorly understood so far. The aim of this article is to compare the data on polymerization of quercetin, rutin and catechin, as well as to systematize knowledge about the structure-activity relationship of the polymeric forms of these compounds., (© 2019 Wiley-VHCA AG, Zurich, Switzerland.)

The mechanisms of the enzymatic polymerization of flavonoids, including quercetin, rutin and catechins, have been fairly well researched, but the properties of polymeric forms of flavonoids still require in-depth analysis. The products of enzymatic polymerization are oligomeric flavonoids. The antioxidant and antimicrobial properties of many oligomeric flavonoids have been described in the literature. However, data on the thermal properties of oligomeric flavonoids are lacking and the supplementing of these deficiencies is a scientific novelty of this work. The aim of this study is to determine the effect of enzymatic polymerization on thermal stability of oligomeric flavonoids. As part of the work, oligomeric quercetin, rutin and catechin were prepared by the enzymatic polymerization reaction with laccase and horseradish peroxidase enzymes. The oligomeric structure of the flavonoids was confirmed by spectroscopic (Fourier transform infrared spectroscopy (FTIR) and UV–visible spectroscopy (UV–Vis)) as well as chromatographic (ultra-performance liquid chromatography (UPLC) and gel permeation chromatography (GPC)) methods. Thermal properties of oligomeric flavonoids were investigated using differential scanning calorimetry (DSC) and thermogravimetry (TG). Moreover, the antioxidant and antimicrobial properties of oligomeric forms of selected polyphenols were investigated. Based on DSC analysis, it was found that the common feature of all oligomeric flavonoids was a higher final oxidation temperature and a higher oxidation enthalpy than the reference flavonoids. Thermogravimetric analysis showed that oligomeric poly(flavonoids)-laccase had better thermal stability, which correlated with higher molar mass. [ABSTRACT FROM AUTHOR]

(+)-Catechin is a flavonoid with valuable antioxidant and antimicrobial properties, found in significant amounts in green tea leaves. Polymeric forms of catechin have been obtained by enzymatic reaction, photopolymerization, and polycondensation in designed processes. However, so far, poly(catechin) has not been received in the cross-linking reaction. Reactions with the cross-linking compound allowed for the preparation of antibacterial and antioxidant materials based on quercetin and rutin. The aim of the research was to obtain, for the first time, poly(catechin) by reaction with glycerol diglycide ether cross-linking compound. The polymeric form of (+)-catechin was confirmed using FTIR and UV-Vis spectroscopy. In addition, thermal analysis (TG and DSC) of the polymeric catechin was performed. The antioxidant and antibacterial activity of poly (flavonoid) was also analyzed. Poly(catechin) was characterized by greater resistance to oxidation, better thermal stability and the ability to reduce transition metal ions than (+)-catechin. In addition, the polymeric catechin had an antimicrobial activity against Staphylococcus aureus stronger than the monomer, and an antifungal activity against Aspergillus niger comparable to that of (+)-catechin. The material made on the basis of (+)-catechin can potentially be used as a pro-ecological stabilizer and functional additive, e.g., for polymeric materials as well as dressing materials in medicine. [ABSTRACT FROM AUTHOR]