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

abstract

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.

keywords

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

subject category

Chemistry; Science & Technology - Other Topics; Materials Science

authors

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

our authors

acknowledgements

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.

Share this project:

Related Publications

We use cookies for marketing activities and to offer you a better experience. By clicking “Accept Cookies” you agree with our cookie policy. Read about how we use cookies by clicking "Privacy and Cookie Policy".