Student Project Abstracts 2005 - Pluto - University of Washington

the reaction had not reached completion, because of the presenceof imine in the region of 9.3 ppm. Excess of HCl was added tomixture of crude product and methanol, to complete the hydrolysisof imine to an aldehyde. The polymeric product was againcollected by vacuum filtration, washed with water, ethanol, andacetone, and dried under vacuum to give an orange solid (3.42 g).Based on proton NMR integration indicates n equals to 13 whichis consistent to the reported value in literature (n = 13).CLEVELANDSynthesis of Norbornene monomer of PPV-C 60dyads (TDC-I-056).A Schlenk round bottom flask (500 mL) was charged with PPV(0.71 g, 0.1 mmol), (6-bicyclo[2.2.1]hept-5-en-2-yl-hexylamino)-acetic acid (51 mg, 0.2 mmol), C 60(72.4 mg, 0.1 mmol), and drytoluene (100 mL). The reaction mixture was refluxed at 120 °Covernight. Excess of solvent was remove under reduced pressure.Methanol was added reaction mixture and a dark brown solid wascollected by vacuum filtration. 1 H NMR spectrum of the darkbrown solid shows the disappearance of aldehyde resonance. Thedark brown solid did not show fluorescence properties.ACKNOWLEDGEMENTSResearch support is gratefully acknowledged from the NationalScience Foundation Center on Materials and Devices forInformation Technology Research (CMDITR), DMR-0120967.CMDITR Review of Undergraduate Research Vol. 2 No. 1 Summer 2005 19