Applying a Green Solvent with Microwave, Ultrasound, and Soxhlet Extraction Techniques to Quantify the Slip Additive cis-1,3-Docosenamide and Nine Oxidative Degradation Byproducts in Polypropylene Samples

Abstract

Erucamide is used as an important slip agent for polymers. However, erucamide can degrade during processing and long-term storage, forming various oxidation products. These degradation products can affect the recovery rates of erucamide. In this study, investigated different solid–liquid extraction methods (Soxhlet, microwave, and ultrasound) and used gas chromatography with mass spectrometry (GC-MS) to quantify erucamide and its degradation byproducts in polypropylene (PP). A multivariable experiment was designed, and a mixed-effect approach was used to analyze the results. Various extraction variables were examined, such as temperature, time, solvents, and PP pretreatments. Using a mixed-effect model with a Kenward–Roger approximation, an R2 of the model of 97% and p values of 0.168, 0.000, and 0.000 were obtained for the technical, solvent, and type of PP pretreatment variables, respectively. The highest average recoveries of erucamide were found with the microwave technique and were 96.4% using dichloromethane, 94.57% using cyclohexane, and 93.05% using limonene. With ultrasound, recoveries ranged between 85 and 92% for dichloromethane and limonene. In addition, it was observed that the extraction method had better recovery results in ground PP than in films and in pellets. Nine oxidative degradation byproducts of erucamide were identified and semi-quantified by GC-MS. The reaction mechanisms for forming each byproduct were proposed. The byproducts that experienced a higher rate of degradation of erucamide were erucamide with a hydroxyl group at position one and 12-amino-6-12-oxo-dodecanoic acid, showing more prominent peaks using the Soxhlet method with cyclohexane and dichloromethane as solvents and polypropylene (PP) films as the type of material used.

Amine Switchable Hydrophilic Solvent Vortex-Assisted Homogeneous Liquid–Liquid Microextraction and GC-MS for the Enrichment and Determination of 2, 6-DIPA Additive in Biodegradable Film

“…Switchable hydrophilicity solvent homogeneous liquid-liquid microextraction (SHS-HLLME) has been receiving increasing attention as reflected by Extraction, cleanup, and enrichment are key steps in sample preparation for complex matrices. Currently, sample extraction methods for the analysis of additives in plastics include ultrasound-assisted extraction [11], Soxhlet extraction [12], microwave-assisted extraction [13], accelerated solvent extraction [14], and heating extraction [15]. Compared to others, the heating extraction method is relatively simple to operate.…”