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Spectrochimica Acta Part A 70 (2008) 532–536
Spectral investigation of coordination of cuprum cations and protons at
PAMAM dendrimer peripherally modified with 1,8-naphthalimide units
Ivo Grabchev
a,∗
, Desislava Staneva
b
, Vladimir Bojinov
b
,
Rosica Betcheva
b
, Vasilis Gregoriou
c
a
Institute of Polymers, Bulgarian Academy of Sciences, 1113 Sofia, Bulgaria
b
University of Chemical Technology and Metallurgy, 1756 Sofia, Bulgaria
c
Institute of Chemical Engineering and High Temperature Chemical Processes, GR 26500 Patras, Greece
Received 11 June 2007; received in revised form 18 July 2007; accepted 27 July 2007
Abstract
The investigations aim at revealing the ability of a 1,8-napthalimide-modified poly(amidoamine) dendrimer from second generation to respond
to the presence of cuprum cations and protons in the environment. It has been established that a single Cu
2+
cation present in the dendrimer molecule
is capable of quenching more than 78% of its fluorescence what is an indication of high sensitiveness. An enhancement of the fluorescence emission
of the dendrimer has been observed in acidic medium. It has been established that the processes of coordinating the ions in different sites of the
dendrimer are reversible.
© 2007 Elsevier B.V. All rights reserved.
Keywords: PAMAM dendrimer; 1,8-Naphthalimide; Sensor; Fluorescence; Environment
1. Introduction
Dendrimers have well defined three-dimensional macro-
molecular structure. Investigations on the functional properties
of these materials have been widely carried out [1–5]. Among the
vanguard topics has been the design of luminescent dendrimers
with regard to their exploitation, especially for detection of envi-
ronment pollutants. In the respect great attention is being paid
to altering the desired properties of the new materials. A route
to tailor the behaviour of newly prepared dendrimers is intro-
ducing fluorophres of various nature and fluorescence emission
into their core or periphery.
First Tomalia et al. [6] have reported on the synthesis of
polyamidoamine (PAMAM) dendrimers. The specifics of these
polymers are their interior containing both amide and ter-
tiary amine groups, while their peripheries are functionalized
with various functional groups able to furnish desired proper-
ties. Recent investigations have demonstrated the potential of
PAMAM dendrimer molecules to coordinate metal cations [7].
∗
Corresponding author. Tel.: +359 2 9792293.
E-mail address: grabchev@polymer.bas.bg (I. Grabchev).
Our investigations on the synthesis and photophysical proper-
ties of some PAMAM derivatives comprising 1,8-naphthalimide
units in their periphery have been published [8]. Their fluo-
rescence properties in the presence of different metal cations
have showed that the dendrimers could acts as effective pho-
toinduced electron transfer (PET) [9] fluorosensors for different
metal cations.
Herein we describe the functional properties of a
second generation PAMAM dendrimer comprising 4-
N,N-dimethylaminoethylamino-1,8-naphthalimide units in
its periphery. Its capacities as highly sensitive PET sensor for
cuprum cations and protons have been outlined. The emphasis
in the investigations has been put on the complex influence of
both analytes as well as the one of order of their addition to the
dendrimer solution.
2. Experimental part
2.1. Materials and methods
The modified PAMAM dendrimers with 1,8-napthalimide
derivative under study have the structures presented in Scheme 1
[8f].
1386-1425/$ – see front matter © 2007 Elsevier B.V. All rights reserved.
doi:10.1016/j.saa.2007.07.057