Carboxylate-Assisted Formation of Alkylcarbonate Species from CO2 and Tetramethylammonium Salts with a β-Amino Acid Anion

Title
Carboxylate-Assisted Formation of Alkylcarbonate Species from CO2 and Tetramethylammonium Salts with a β-Amino Acid Anion
Authors
홍성윤전영은신승훈이현주정민석김훈식
Keywords
amino acids; carbon dioxide capture; hydrogen bonds; michael addition; molecular modeling
Issue Date
2013-05
Publisher
ChemSusChem
Citation
VOL 6, NO 5, 890-897
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 CO2 capture performances of the TMAAs are evaluated and are shown to interact with CO2 in a 1:1 mode in both water and alcohol. FTIR and 13C NMR spectroscopic studies on the interactions of TMAAs with CO2 indicate that the type of CO2 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 CO2 adducts through hydrogen bonding interactions with the hydrogen atoms of the amino groups.
URI
http://pubs.kist.re.kr/handle/201004/44848
ISSN
18645631
Appears in Collections:
KIST Publication > Article
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