The [4+2] cycloaddition of hexacene and C60 yielded 1:1 and 1:2 adducts. The highest yield of 1:1 adduct was 90% by heating hexacene and C60 in toluene. The formation of 2 was achieved by reacting 1 with an excess amount of C60 in the presence of silica gel 60 with a yield up to 69%. The function of silica gel was rationalized by the effect of concentration enhancement inside the pore of silica gel. The reaction was examined systematically by changing the parameters of solvent, temperature, reaction time, and the pore size of silica gel. Both purified compounds 1 and 2 can be used for the fabrication of bulk heterojunction solar cells.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry