“Push-pull” supramolecular chromophores supported on cyclopolymers
Carmine Coluccini
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Search for more papers by this authorPierangelo Metrangolo
NFMLab-DCMIC “G. Natta,” Politecnico di Milano, via Mancinelli 7, 20131 Milano, Italy
Search for more papers by this authorMarco Parachini
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Search for more papers by this authorCorresponding Author
Dario Pasini
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, ItalySearch for more papers by this authorGiuseppe Resnati
NFMLab-DCMIC “G. Natta,” Politecnico di Milano, via Mancinelli 7, 20131 Milano, Italy
Search for more papers by this authorPierpaolo Righetti
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Search for more papers by this authorCarmine Coluccini
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Search for more papers by this authorPierangelo Metrangolo
NFMLab-DCMIC “G. Natta,” Politecnico di Milano, via Mancinelli 7, 20131 Milano, Italy
Search for more papers by this authorMarco Parachini
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Search for more papers by this authorCorresponding Author
Dario Pasini
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, ItalySearch for more papers by this authorGiuseppe Resnati
NFMLab-DCMIC “G. Natta,” Politecnico di Milano, via Mancinelli 7, 20131 Milano, Italy
Search for more papers by this authorPierpaolo Righetti
Department of Organic Chemistry, University of Pavia, Viale Taramelli, 10, 27100 Pavia, Italy
Search for more papers by this authorAbstract
Well-defined macromolecules have been obtained through free-radical cyclopolymerization and cyclocopolymerization of difunctional and acrylic-like monomers, which contained “push-pull” supramolecular chromophores, able to form 1:1 complexes with Eu3+ ions in solution. The monomeric molecular modules are built around bismalonate crown ethers in a convergent fashion, in which one of the malonate moiety is derivatized as the ylidene malonate push-pull fragment, and the other malonate moiety is elaborated to introduce two polymerizable and acrylic-like substituents. The free-radical induced cyclopolymerization of these monomers, or their cyclocopolymerization with UV/Vis “silent” but structurally related monomers, afforded macromolecular architectures characterized by GPC, NMR and DSC techniques. UV/Vis titration studies, performed with Eu(OTf)3 as the supramolecular probe, revealed how adjacent chromophores within the polymeric backbone are virtually independent from each other, and how the binding ability towards the probe of these multivalent, highly packed cyclopolymeric architectures, although reduced, is still clearly detectable. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 5202–5213, 2008
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