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Issue 11-12, 2004
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Poly(amidoamine) dendrimer peripherally modified with 4-N,N-dimethylaminoethyleneamino-1,8-naphthalimide as a sensor of metal cations and protons

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Abstract

A new poly(amidoamine) dendrimer from second generation whose periphery comprises sixteen fluorescent 4-N,N-dimethylaminoethylamino-1,8-naphthalimide units has been synthesized and characterized. In DMF, the dendrimer shows sensitivity to the presence of Cu2+, Fe3+ and protons. The changes in the fluorescence intensity of the material are in opposite directions if acids or metals are present. Fluorescence enhancements (FE from 5 to 9 depending on solvent) are recorded when the photoinduced electron transfer (PET) originating from the donating amine to the electron accepting naphthalimide is inhibited by the protonation of the N,N-dimethylamino groups. In the case of Cu2+ cations, a fluorescence quenching (FQ of 6) is first observed, followed by fluorescence partial restoration. In the Fe3+ case, the same behaviour is observed with a final FE of 2. The successive complexations of these cations by the dendrimer core and by the external rim of the dendrimer may explain the results.

Graphical abstract: Poly(amidoamine) dendrimer peripherally modified with 4-N,N-dimethylaminoethyleneamino-1,8-naphthalimide as a sensor of metal cations and protons

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Publication details

The article was received on 11 Aug 2004, accepted on 22 Sep 2004 and first published on 18 Oct 2004


Article type: Paper
DOI: 10.1039/B412384K
Citation: Photochem. Photobiol. Sci., 2004,3, 1032-1037
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    Poly(amidoamine) dendrimer peripherally modified with 4-N,N-dimethylaminoethyleneamino-1,8-naphthalimide as a sensor of metal cations and protons

    I. Grabchev, J. Soumillion, B. Muls and G. Ivanova, Photochem. Photobiol. Sci., 2004, 3, 1032
    DOI: 10.1039/B412384K

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