STRUCTURAL ANALYSIS OF BIS-2-HYDROXYETHYLENE TEREPHTHALATE OBTAINED FROM DEPOLYMERIZATION OF POLYETHYLENE TEREPHTHALATE

Diana Masiulionytė1, Monika Čekavičiūtė1, Laura Pečiulytė1, Joana Bendoraitienė1

1 Department of Polymer Chemistry and Technology, Kaunas University of Technology, Lithuania

Polyethylene terephtalate (PET) is one of the most utilized plastics for food and beverages packaging. PET does not have side effects in nature. However, there is a huge problem of increasing amount of plastic wastes in the world. Chemical recycling is one of the options to reduce PET wastes.

PET glycolysis, chemical recycling method, is a transesterification reaction. There are four main techniques of glycolysis: (i) catalyzed glycolysis; (ii) solvent-assisted glycolysis; (iii) supercritical glycolysis; (iv) microwave-assisted glycolysis. PET flakes dissolve in ethylene glycol (EG) in the presence of catalyst and causes formation of bis-2-hydroxyethyl terephthalate (BHET) monomer (Scheme 1) [1].

In our research, mayenite (Ca12Al14O33) was used as a catalyst for glycolysis reaction. Synthesis and preparation of mayenite have influence for its catalytic activity. The highest surface area (m2/g) and reducibility (mmol H2/g) of mayenite particles, the more active catalysis [2].

BHET synthesis was carried out in three-neck round bottom flask. Mayenite, which calcination temperature was 900 °C, was added to EG solvent, heated until 196 °C, then PET flakes were added and mixture was heated for 2.5 hours. After 2.5 hours, the mixture was cooled in ice-bath; boiling water was poured and heated until 100 °C. Mixture was filtered still hot. The filtrate was reheated until its clear, cooled to 5 °C and left for 16 h. The obtained crystals were dried at 60 °C. The BHET structure was proved by NMR, FTIR, XRD, TA analysis and compared to reference BHET, which was received from Sigma-Aldrich and recrystallized (Fig. 1).

Figure Scheme 1
Fig. Scheme 1. Synthesis of BHET
Figure 1
Fig. 1. a – XRD spectra of BHET and reference; b and c – SEM images of BHET and reference crystals respectively, magnification 2500x

[1] A. Sheel, D. Pant, 4 - Chemical Depolymerization of PET Bottles via Glycolysis, Recycling of Polyethylene Terephthalate Bottles, ISBN 978-0-12-811361-5, India, 61-84 (2019).

[2] A. Intiso, F. Rossi, A. Proto, R. Cucciniello, The fascinating world of mayenite (Ca12Al14O33) and its derivatives, Rendiconti Lincei. Scienze Fisiche e Naturali 32, 699-708 (2021).