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Hybrid mesoporous organosilicas with molecularly imprinted cavities: towards extended exposure of active amino groups in the framework wall

Abstract

Hybrid molecularly imprinted mesoporous silica were synthesized by co-condensation of tetraethoxysilane and functional organosilica precursors of HQP and BPAP, in which hydroquinone (HQ) and bisphenol A (BPA) were linked as imprinting molecules. Owing to the existence of thermally reversible covalent bond of carbamate (-NH-COO-), the imprinting molecules could be eliminated under thermal treatment and molecularly imprinted cavities were formed in framework wall. All of these materials were used to catalyze heterogeneous Knoevenagel reactions and proved to exhibit higher catalytic conversion and turnover frequency (TOF) number compared with the materials with imprinting molecules, which is attributed to the presence of amino groups with higher basicity and molecularly imprinted cavities. Importantly, compared with amino functionalized SBA-15 materials, the decisive role of molecularly imprinted cavities on the enhanced accessibility of amino groups in mesoporous framework was further confirmed. Moreover, the size of imprinting molecules has an influence on the catalytic conversion and TOF values: imprinting molecules with relatively bulkier size tend to lead higher accessibility to the active sites. The amino groups in the framework are extremely stable during the reaction procedure and recycle process.

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Publication details

The article was received on 21 Dec 2017, accepted on 12 Feb 2018 and first published on 14 Feb 2018


Article type: Paper
DOI: 10.1039/C7DT04832G
Citation: Dalton Trans., 2018, Accepted Manuscript
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    Hybrid mesoporous organosilicas with molecularly imprinted cavities: towards extended exposure of active amino groups in the framework wall

    H. Huo, X. Xu, T. Zhao, Y. Li, Y. Jiang and K. Lin, Dalton Trans., 2018, Accepted Manuscript , DOI: 10.1039/C7DT04832G

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