Covalent attachment of 4-amino-1,8-naphthalimides onto the walls of mesoporous molecular sieves MCM-41 and SBA-15

Author(s)

Trindade, Fabiane de Jesus ^[1] ; Queiruga Rey, Jose Fernando ^[1] ; Brochsztain, Sergio ^[1]

Affiliation

^[1] Univ Fed ABC, Petr Nanotechnol Grp, BR-09210170 Santo Andre, SP - Brazil

• Document type: Journal article
• Source: DYES AND PIGMENTS; v. 89, n. 2, p. 97-104, MAY 2011.
• Web of Science Citations: 16

Abstract

This work describes the covalent grafting of 4-amino-1,8-naphthalimides, which are fluorescent dyes with very interesting optical properties, onto the walls of mesoporous molecular sieves. The mesoporous materials MCM-41 and SBA-15 were first treated with 3-aminopropyltriethoxysilane, generating amine-rich surfaces that were further reacted with 4-amino-1,8-naphthalic anhydride, resulting in yellow fluorescent solids. The success of the modification reactions was confirmed by elemental analysis, X-ray diffraction patterns, infrared spectroscopy, scanning electron microscopy and UV/visible and fluorescence spectroscopy. The emission spectra of the dye bound to MCM-41 was quite insensitive to solvent polarity, in contrast to dye-grafted SBA-15, which showed a high solvent sensitivity. These results suggest a tight fit of the dye molecules within the channels of MCM-41, leaving no room for the solvent molecules. In the case of SBA-15. the large pore size allows the invasion of the channels by solvent molecules, resulting in solvation of the encaged chromophore. (C) 2010 Elsevier Ltd. All rights reserved. (AU)

• FAPESP's process: 08/57940-7 - Biofuel production by photochemical cracking of vegetable oils employing aromatic imides supported on mesoporous silicates as sensitizers
• Grantee: Sergio Brochsztain
• Support Opportunities: Program for Research on Bioenergy (BIOEN) - Regular Program Grants