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 x 10(-4) and 3.3 x 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 pi-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 x 10(-3) and 6.8 x 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.