Nonionic omnisoluble photosensitizer reference material for the estimation of singlet oxygen quantum yield.

Meso -Tetrakis-(3,4,5-tris{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)porphyrin TEG12PH2 is reported as an 'omnisoluble' reference for singlet oxygen ( 1 O 2 ) generation quantum yield ( Φ SO ) estimation. TEG12PH2 is a highly soluble, nonionic compound possessing excellent 1 O 2 QY in a wide variety of common solvents, including water. TEG12PH2 was prepared on multigram scale by the 12-way O -alkylation of tetrakis(3,4,5-trihydroxyphenyl)porphyrin using 2-(2-(2-methoxyethoxy)ethoxy)ethyl 4-toluenesulfonate as a reaction solvent. The corresponding Zn(II) complex TEG12PZn was also prepared and studied. The 1 O 2 QYs of TEG12PH2 in the different solvents studied were found to be 0.86 (acetone), 0.59 (acetonitrile), 0.66 (chloroform), 0.85 (methanol), 0.45 (toluene) and 0.51 (water). TEG12PH2 can be considered a reliable and easy to implement omnisoluble reference compound for the estimation of the 1 O 2 generating activities of new materials, especially new porphyrinic compounds.