Synthesis and Spectroscopic Analyses of New Polycarbonates Based on Bisphenol A-Free Components

This paper discusses a new synthesis of bisphenol A-free polycarbonates based on four aliphatic-aromatic systems. In the first stage, different types of monomers (with/without sulfur) derived from diphenylmethane were synthesized. Then, new polycarbonates were prepared in the reactions with diphenyl carbonate (DPC) by transesterification and polycondensation reactions. Three different catalysts (zinc acetate, 4-(dimethylamino)pyridine and benzyltriethylammonium chloride) were tested. The structures of the compounds were confirmed by Nuclear Molecular Resonance spectroscopy (NMR) in each stage. The chemical structures of the obtained polycarbonates were verified by means of Attenuated Total Reflectance Fourier Transform infrared spectroscopy (ATR-FTIR). The presence of a carbonyl group in the infrared spectrum confirmed polycarbonate formation. Thermal studies by differential scanning calorimetry (DSC) were carried out to determine the melting temperatures of the monomers. A gel permeation chromatography analysis (GPC) of the polycarbonates was performed in order to investigate their molar masses. Thermal analysis proved the purity of the obtained monomers; the curves showed a characteristic signal of melting. The obtained polycarbonates were characterized as having high resistance to organic solvents, including tetrahydrofuran. The GPC analysis proved their relatively large molar masses and their low dispersity.

Automated summary

This study presents a new synthesis method for bisphenol A-free polycarbonates based on aliphatic-aromatic systems. Various monomers derived from diphenylmethane were synthesized and used in transesterification and polycondensation reactions with diphenyl carbonate to obtain the polycarbonates. Different catalysts were tested, and the chemical structures were confirmed using NMR and ATR-FTIR spectroscopy. Thermal studies, GPC analysis, and solvent resistance testing further characterized the obtained polycarbonates, showing their high purity and stability.