CO2-Fixation on Aliphatic alpha ,omega-Diamines to Form Cyclic Ureas, Catalyzed by Ceria Nanoparticles that were Obtained by Templating with Alginate

• Published in: ChemCatChem
• Main Authors: Primo Arnau, Ana María, Aguado, Eric, García Gómez, Hermenegildo
• Other Authors: Universitat Politècnica de València. Departamento de Química - Departament de Química, Ministerio de Ciencia e Innovación, Consejo Superior de Investigaciones Científicas
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley-VCH Verlag 2013
• Subjects: carbon dioxide fixation; cycloaddition; diamines; nanoparticles; template synthesis; QUIMICA ORGANICA; North Atlantic; North Atlantic oscillation
• Online Access: http://hdl.handle.net/10251/57681; https://doi.org/10.1002/cctc.201200329

Ceria nanoparticles (average particle size: 8nm) have been obtained by the calcination of alginate aerogel beads that were precipitated from aqueous solutions of (NH4)2Ce(NO3)6. These nanoparticles were considerably more active as a catalyst for CO2-insertion into aliphatic ,-diamines than the analogous commercial CeO2 with larger particle size (40nm). CeO2 that was obtained by templating with the natural alginate biopolymer afforded the cyclic urea of ethylenediamine in EtOH solvent at 160 degrees C in 37% yield. This yield is remarkable for a process that involves CO2 as a feedstock. Other ,-diamines, such as diethylenetriamine, N,N-dimethylethylenediamine, N-(2-aminoethyl)acetamide, and 1,4-diaminobutane, also formed their corresponding cyclic ureas in 436% yield. The catalyst lost activity upon reuse, thereby leading to severe deactivation that was only partially recovered by washing with aqueous acidic solutions. Financial support by the Spanish Ministry of Science and Innovation (CTQ2009-11583) is gratefully acknowledged. A. P. thanks the Spanish National Research Council for a JAE DOC Research Associate contract. Primo Arnau, AM.; Aguado, E.; García Gómez, H. (2013). CO2-Fixation on Aliphatic alpha ,omega-Diamines to Form Cyclic Ureas, Catalyzed by Ceria Nanoparticles that were Obtained by Templating with Alginate. ChemCatChem. 5(4):1020-1023. https://doi.org/10.1002/cctc.201200329 S 1020 1023 5 4 Hurrell, J. W. (1995). Decadal Trends in the North Atlantic Oscillation: Regional Temperatures and Precipitation. Science, 269(5224), 676-679. doi:10.1126/science.269.5224.676 Kalnay, E., Kanamitsu, M., Kistler, R., Collins, W., Deaven, D., Gandin, L., … Joseph, D. (1996). The NCEP/NCAR 40-Year Reanalysis Project. Bulletin of the American Meteorological Society, 77(3), 437-471. doi:10.1175/1520-0477(1996)077 0437:tnyrp>2.0.co;2 Petit, J. R., Jouzel, J., Raynaud, D., Barkov, N. I., Barnola, J.-M., Basile, I., … Stievenard, M. (1999). Climate and atmospheric history of the past 420,000 years ...