Microwave-assisted N,N-dialkylation of amine-functionalized periodic mesoporous phenylene-silica: An easy and fast way to design materials

resumo

N,N-dialkylation reaction of mesoporous aniline-silica is successfully achieved with nearly total conversion of the amine-phenylene periodic mesoporous organosilica (NH2-PMO) to the N,N-dialkylated amine material. Microwave-assisted dialkylation was optimized. Two cycles are required to promote the reaction of 2-bromopropane with the NH2-PMO and obtain the (iPr)(2)-N-PMO material, with preservation of both meso- and molecular-orders. A similar procedure, using 3-chloropropionitrile as alkylation agent in the same condition parameters, was used to obtain the (NCCH2CH2)(2)-N-PMO material, also maintaining both meso- and molecular-scale periodicities. This material opens an avenue for the preparation of new functional materials by conversion of the nitrile group into amines, carboxylic acids, amino acids and chiral groups, according to the desired application, by subtle modifications in the synthetic methodology. (c) 2017 Elsevier Inc. All rights reserved.

palavras-chave

ORGANIC GROUPS; CO2 CAPTURE; ADSORPTION; ORGANOSILICAS; FRAMEWORKS; WALLS; PMO; CH4

categoria

Chemistry; Science & Technology - Other Topics; Materials Science

autores

Lourenco, MAO; Ferreira, MJG; Sardo, M; Mafra, L; Gomes, JRB; Ferreira, P

nossos autores

agradecimentos

This work was developed in the scope of the projects POCI-01-0145-FEDER-007679 | UID/CTM/50011/2013 (CICECO), financed by national funds through the FCT/MEC and co-financed by FEDER under the PT2020 Partnership Agreement. The authors are also grateful to FCT Programme Investigador FCT, to the Portuguese NMR Network (RNRMN), and to RECl/QEQ-QIN/0189/2012. The PhD grant SFRH/BD/80883/2011 of M.A.O.L. is also ackownledged.

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