جامعة كيرتن2024-12-112024-12-11https://dspace.academy.edu.ly/handle/123456789/834Amino acid functionalized resorcinarenes were also investigated as corrosion inhibitors on carbon steel in brine media under CO2. The results indicate that all the aspartic acid resorcinarene derivatives inhibited the corrosion process more than the diethylethylenediamine resorcinarene derivatives. At high concentrations, the dodecyl amide is more potent than the amino acid functionalized resorcinarenes.Abstract The application of chiral calixarenes and resorcinarenes have attracted considerable interest and consequently many syntheses of chiral calixarenes and resorcinarenes have been developed over the last decade. During this work, 19 previously unreported compounds have been synthesised and characterised. Resorcinarenes functionalized at the upper rim with aspartic acid or diethylethyleneamine were synthesized by Lewis acid catalysed cyclocondensation of 3-methoxyphenol with aliphatic aldehydes. The resulting racemic resorcinarene derivatives were alkylated with ethyl bromoacetate, then the product used to form two different compounds. One way was hydrolysis of the ester to give acid, which was then coupled with dimethyl L-aspartic acid hydrochloride to give the tetra-amino acid functionalised tetramethoxyresorcinarenes. The diastereomers of the chiral resorcinarenes were separated by fractional crystallization. The other way was to react this ester with N,N-diethylethyleneamine to give tetra-diethylenediamine tetramethoxyresorcinarenes. Also, an alkyl amide with aspartic acid was synthesised by reaction of dimethyl L-aspartic acid hydrochloride with dodecanoyl chloride. Similarly, N,N-diethylethyleneamine reacted with dodecanoyl chloride to give N-(2 diethylaminoethyl)dodecanamide. The structures of the new compounds were elucidated by nuclear magnetic resonance (NMR), infrared (IR) spectroscopy and mass spectrometry (MS). The new resorcinarene derivatives were used in investigations to determine their impact on crystallisation processes and corrosion inhibition. To study their role as crystal growth modifiers, the aspartic acid derivatives were applied to model mineral systems (calcium carbonate, barium sulfate, calcium oxalate) and compared with an undecyl amide model, and with previously investigated lower rim calixarene derivatives. The study found that the upper rim aspartic acid functionalized resorcinarenes had an impact on the morphology of calcium carbonate, barium sulfate and calcium oxalate. The propyl aspartic acid resorcinarene (10) was the potent inhibitor of calcium carbonate, barium sulfate and calcium oxalate crystallization. In comparison with the lower rim calixarenes, the upper rim aspartic acid resorcinarenes had high impact on the calcium carbonate and calcium oxalate and less impact on barium sulfate crystallization.impact on barium sulfate crystallization.