Monday, June 30, 2008
Emerald Grand Ballroom (Sheraton Burlington Hotel and Conference Center)
239

Preparation of Polymerizable Cu2+ Receptors for Use In Novel Fluorescent Sensors

Nicholas E. Bencivenga1, Roy P. Planalp1, Jie Du1, Shaojun Yao1, W. Rudolf Seitz1, Randy K. Jackson2, Daniel P. Kennedy2, and Shawn C. Burdette2. (1) University of New Hampshire, Durham, NH, (2) University of Connecticut, Storrs, CT

Methods to detect metal ions at the ppm level and below are valuable for monitoring environmental contamination. Using polymers containing metal ion-receptor ligands and various fluorophores, we seek to develop novel metal ion sensors. This poster presents the synthesis of polydentate ligands to serve as receptors to detect Cu2+ and Pb2+. Synthesis of a N,N-diacetato-N'-acryloyl-1,3-phenylenediamine ligand is currently in progress. An early, unsuccessful synthetic route involved 1,3-phenylenediamine as a starting material as well as protection and deprotection steps of an amino group, whereas the synthetic pathway currently being utilized involves 3-nitroaniline as the starting material eliminating the need for protective synthetic steps. An acryloyl-iminodiacetate-di-tert-butyl ester has been synthesized by combing acryloyl chloride with the same iminodiacetate (IDA) ester used in the N,N-diacetato-N'-acryloyl-1,3-phenylenediamine ligand to produce a ligand that can be polymerized. The acryloyl-iminodiacetate-di-tert-butyl ester ligand's structure was verified by NMR spectroscopy; its metal binding ability is currently being investigated.