title: Bis(benzylamine) monomers: One-pot preparation and application in dendrimer scaffolds for removing pyrene from aqueous environments.
abstract: Bisimine and bisamine AB2 monomers have been synthesized from 3,5-diaminobenzoic acid and benzaldehyde derivatives without the need for protective groups or purification. This monomer preparation is universal for various electron-donating and electron-withdrawing benzaldehyde substrates. To demonstrate the versatility of these previously unreported AB2 monomers in the formation of high molecular weight structures, novel first-generation dendrimers and hybrid second-generation dendrimers have been synthesized. Using fluorescence spectroscopy, pyrene was shown to be removed from an aqueous environment upon exposure to thin dendrimer films, with the first-generation dendrimer removing 70% of the pyrene within 30 min and the hybrid second-generation dendrimers removing 38-52%. Inclusion formation constants were calculated to be on the order of 10(9)-10(11) M(-1) and are comparable to the values of previously reported macromolecules. These results illustrate that size may not influence pyrene removal as effectively as composition.
authors.affiliation: Department of Chemistry, Fordham University, 441 E. Fordham Road, Bronx, NY 10458, USA.
authors.forename: Olivia N
authors.initials: ON
authors.lastname: Monaco
authors.affiliation: Department of Chemistry, Fordham University, 441 E. Fordham Road, Bronx, NY 10458, USA.
authors.forename: Sarah C
authors.initials: SC
authors.lastname: Tomas
authors.affiliation: Department of Chemistry, Fordham University, 441 E. Fordham Road, Bronx, NY 10458, USA.
authors.forename: Meghan K
authors.initials: MK
authors.lastname: Kirrane
authors.affiliation: Department of Chemistry, Fordham University, 441 E. Fordham Road, Bronx, NY 10458, USA.
authors.forename: Amy M
authors.initials: AM
authors.lastname: Balija
keywords: amines; dendrimer; fluorescence studies; imines; pyrene