Synthesis of highly soluble and oxidatively stable tetraceno[2,3-b]thiophenes and pentacenes.
A comparative study of suitably functionalized, highly soluble tetraceno[2,3-b]thiophenes (1-3) and pentacenes (4-6) that show higher photoxidative stability than that of unfunctionalized corresponding acenes is reported. The absorption and emission of 1-3 (Amax = 624-656 nm, lambda max = 634-672 nm, PhiF approximately 10%) and 4-6 (Amax = 672-704 nm, lambda max = 682-718 nm, PhiF approximately 10%) were found to be systematically red-shifted by the substitution in the order of the tert-butylethynyl < triisopropylsilylethynyl < phenylethynyl groups. The oxidation potentials of these compounds were similar (E1/2 approximately 0.70 V), except for 4, which showed lower oxidation potential (E1/2 approximately 0.63 V).
Palayangoda
Sujeewa S
SS
Center for Photochemical Sciences, Bowling Green State University, Bowling Green, Ohio 43403, USA.
Mondal
Rajib
R
Shah
Bipin K
BK
Neckers
Douglas C
DC