Circularly polarized luminescence and high photoluminescence quantum yields from rigid 5,10-dihydroindeno[2,1- a ]indene and 2,2'-dialkoxy-1,1'-binaphthyl conjugates and copolymers.

5,5,10,10-Tetramethyl-5,10-dihydroindeno[2,1- a ]indene (COPV1(Me)) was installed into either the 3,3'- or 6,6'-positions of chiral 2,2'-dioctyloxy-1,1'-binaphthyl to afford 2 : 1 conjugates (monomeric compounds) and 1 : 1 copolymers. These compounds showed high photoluminescence quantum yields of >0.95 whilst also exhibiting circular dichroism (CD) and circularly polarized luminescence (CPL). The dissymmetry factors of CPL ( g CPL ) for the 3,3'- and 6,6'-monomeric compounds in THF were 6.6 × 10 -4 and 3.3 × 10 -4 , respectively. The 3,3'-isomer has a higher g value than the 6,6'-isomer, which was attributed to the difference in the extent of π-conjugation and the angle between electronic and magnetic transition moments. The g CPL values of the 3,3'-linked and 6,6'-linked copolymers were 1.1 × 10 -3 and 6.8 × 10 -4 , respectively. The structural rigidity of the COPV units is beneficial to achieve relatively high g values whilst maintaining a photoluminescence quantum yield that is close to unity by using a single type of fluorophore.