Novel blue emitting tetra- and pentamethylpiperidin-4-yloxy-1,8-naphthalimides as photoinduced electron transfer based sensors for transition metal ions and protons

作者：Bojinov Vladimir B^*; Panova Ionka P; Chovelon Jean Marc

来源：Sensors and Actuators B: Chemical , 2008, 135(1): 172-180.

DOI：10.1016/j.snb.2008.08.016

• 1,8-Naphthalimide
• Fluorescence
• HALS
• UV absorbers
• Sensors
• Photoinduced electron transfer
• Phase transfer catalysis

Two novel blue emitting 1,8-naphthalimides (1 and 2), containing 2,2,6,6-tetramethylpiperidin-4-yloxy moieties, and newly synthesized under phase transfer catalysis conditions 4-(1,2,2,6,6-pentamethylpiperidin-4-yloxy)-1,8-naphthalimide 7, were configured as "fluorophore-spacer-receptor" systems. Basic photophysical characteristics of the novel fluorescent brighteners were investigated in both DMF and water/DMF (4:1, v/v) solution. Their ability to detect cations was evaluated in the presence of transition metal ions (Cu(2+), Pb(2+), Zn(2+), Ni(2+), CO(2+)) and protons. The presence of metal ions and protons was found to disallow a photoinduced electron transfer leading to an enhancement in the fluorophore emission intensity. The results clearly showed a good sensor activity towards transition metal ions and protons, especially of compound 7. containing tertiary amine receptor. This indicates the potential of the novel compounds as highly efficient "off-on" pH switchers and fluorescent detectors for metal ions.

• 出版日期2008-12-10
• 单位北京化工大学