Anchoring dyes into multidimensional large-pore zeolites: a prospective use as chromogenic sensing materials.

作者: María Comes , M. Dolores Marcos , Ramón Martínez-Máñez , M. Carmen Millán , José Vicente Ros-Lis

DOI: 10.1002/CHEM.200500932

关键词: Microporous materialAnilineHybrid materialSupramolecular chemistryOrganic chemistryChromogenicChemistryMolecular sieveReactivity (chemistry)Electrophilic aromatic substitution

摘要: A versatile procedure for anchoring dyes into the pores of multidimensional zeolites by including organic dye precursors in synthesis gel has been developed. To prove concept, an aniline-functionalised zeolite Beta was obtained reaction triethylorthosilicate (TEOS), tetraethylammonium hydroxide, and N-methyl,N-(propyl-3-trimethoxysilyl)aniline (MPTMSA) presence HF. Further extraction structure-directing agents resulted a highly crystalline, white, functionalised containing anchored aniline groups. Similar molecular sieves (OFMS) have explored as novel catalysts, but, far we know, OFMS never used dye-immobilisation or to design new solid-based host systems selective sensing processes is reported here. In second step solids were prepared hybrid material with appropriate reactives obtain tricyanovinylbenzene, triphenylpyrylium, azoic, squaraine derivatives. All these reactions are straightforward involve electrophilic aromatic substitution diazotisation at electron-rich ring. The final dye-functionalised solid materials isolated simple filtration washing procedures characterised number techniques. all cases structure remains unaltered. Among large areas where dye-containing might be importance, interested testing their unconventional use heterosupramolecular hosts chromogenic protocols. check potential chemosensors, microporous triphenylpyrilium selected sensors discrimination amines. It found that response both amines basically governed three-dimensional (3D) architecture tuned intrinsic unselective reactivity pyrylium dye. By using solid-state supramolecular chemistry protocols believe these, similar future dye–zeolite hosts, promising sensor allowing visible target guests size and/or polarity within families closely related molecules.

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