Separation of functionalized 5,6-disubstituted-1,10-phenanthroline for dye-sensitized solar cell applications

5,6-epoxy-1,10-phenanthroline is used as a convenient starting material for 5-hydroxy-6-aryl-1,10-phenanthroline ligands containing carboxylic and sulfonic groups useful for further anchoring of the sensitizer on tiofor dye-sensitized solar cells (dscs). based on the crystal growth of the mixture of products,a convenient separation route for the extension of the p-system on 5,6-disubstituted-1,10-phenanthroline was used to develop a novel series of functionalized 1,10-phenanthroline ligands with electron-withdrawing end-capping group. also,we report the epoxy opening of 5,6-epoxy-1,10-phenanthroline by aromatic amines stoichiometrically in refluxing water and ethanol in the absence of any catalyst. the dyes were characterized by 1h-nmr,ft-ir,uv-vis,and x-ray single crystal diffraction analyses. it crystallizes in the monoclinic space group c 2/c,a = 20.920(4) å,b = 10.340(2) å,c = 16.187(3) å,β = 92.30(3)°,v = 3498.6(12) å3,and z = 8. the reaction details and features were described in detail. © 2013 hashem shahroosvand et al.