title: Carboxylate-assisted formation of alkylcarbonate species from CO(2) and tetramethylammonium salts with a β-amino acid anion.
abstract: Tetramethylammonium-based molten salts bearing a β-amino acid anion (TMAAs) are synthesized through Michael addition reactions of amines with methyl acrylate followed by hydrolysis and subsequent neutralization by using aqueous tetramethylammonium hydroxide. The CO(2) capture performances of the TMAAs are evaluated and are shown to interact with CO(2) in a 1:1 mode in both water and alcohol. FTIR and (13)C NMR spectroscopic studies on the interactions of TMAAs with CO(2) indicate that the type of CO(2) adduct varies with the solvent used. When water is used as the solvent, a bicarbonate species is produced, whereas hydroxyethylcarbonate and methylcarbonate species are generated in ethylene glycol and methanol, respectively. Computational calculations show that the carboxylate groups of TMAAs contribute towards the formation and stabilization of 1:1 CO(2) adducts through hydrogen bonding interactions with the hydrogen atoms of the amino groups.
authors.affiliation: Department of Chemistry and Research Institute of Basic Sciences, Kyung Hee University, 1 Hoegi-dong, Dongdaemun-gu, Seoul 130-701, Korea.
authors.forename: Sung Yun
authors.initials: SY
authors.lastname: Hong
authors.forename: Youngeun
authors.initials: Y
authors.lastname: Cheon
authors.forename: Seung Hoon
authors.initials: SH
authors.lastname: Shin
authors.forename: Hyunjoo
authors.initials: H
authors.lastname: Lee
authors.forename: Minserk
authors.initials: M
authors.lastname: Cheong
authors.forename: Hoon Sik
authors.initials: HS
authors.lastname: Kim
mesh_terms: D000327:Adsorption; D000393:Air Pollutants / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D000838:Anions / Q000737:chemistry; D002245:Carbon Dioxide / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000393:Air Pollutants; D000596:Amino Acids; D000838:Anions; D002254:Carbonates; D002264:Carboxylic Acids; D000644:Quaternary Ammonium Compounds; D002245:Carbon Dioxide; C027917:tetramethylammonium