Silica Nanoparticles
FULL PAPER
provide 1 (199 mg, 97%) as a white solid. 1H NMR(250 MHz, [D 4]THF,
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258C): d = 8.58 (dd, J = 4.2, J = 1.5 Hz, 1H; H2 Quin), 8.04 (dd, J =
8.2, 4J = 1.5 Hz, 1H; H4 Quin), 7.82 (d, 3J = 8.5 Hz, 2H; H3 and H4
Benz), 7.52 (d, 4J = 2.8 Hz, 1H; H7 Quin), 7.37 (dd, 3J = 8.2, 3J =
4.2 Hz, 1H; H3 Quin), 7.22 (d, 3J = 8.5 Hz, 2H; H2 and H6 Benz), 6.84
(d, 4J = 2.5 Hz, 1H; H5 Quin), 5.83 (brt, 1H; -NH-), 5.47 (brt, 1H;
-NH-), 4.18 (d, 2H, 3J = 4 Hz; -CH2NH-), 3.83 (s, 3H; CH3O-), 3.03 (q,
3J = 6.2 Hz, 2H; -CH2CH2CH2CH3), 1.28 (m, 4H; -CH2CH2CH2CH3),
0.86 ppm (t, 3H, 3J = 6.8 Hz; -CH2CH3); ESI-MS: m/z (%): 443.2 (40)
[M+H+], 465.3 (100) [M+Na+]; elemental analysis calcd (%) for
C22H26N4O4S: C 59.71, H 5.92, N 12.66, S 7.25; found: C 59.36, H 6.08, N
12.49, S 7.22.
3
4
3
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Preparation of the dye doped silica nanoparticles: Preparation of nano-
particles containing 1 is reported as an example of general procedure.
Particles containing 1 and 5 were prepared by following the same proce-
dure with different amounts of the organosilane reagents, namely
0.002 mmol each. Compound 1 (2.4 mg, 0.004 mmol) was dissolved in eth-
anol (20 mL), and to this solution TEOS (100 mL, 0.43 mmol) and a 29%
ammonia water solution (0.6 mL) were added. The reaction mixture was
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Acknowledgements
The authors thank Mr. Claudio Gamboz and Prof. Maria Rosa Soranzo
(CSPA, University of Trieste) for kind help with TEM analysis. Financial
support for this research has been partly provided by the Ministry of
Education, University and Research (MIUR contracts 2003030309 and
2003037580) and by University of Padova (University Research Project
CPDA034893).
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Received: May 3, 2006
Revised: July 14, 2006
Published online: December 11, 2006
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