In the case $n=4$ you could have $D = \pmatrix{0 & 0 & 0 & 1\cr 0 & 0 & 1 & 0\cr
0 & 1 & 0 & 0\cr 1 & 0 & 0 & 0}$, in which case $A_1 A_2 A_3 A_4 A_1 A_2 A_3 A_4 = \pmatrix{0 & 0 & 0 & 0\cr 0 & 0 & 0 & 0\cr 0 & 1 & 1 & 0\cr 1 & 0 & 0 & 1\cr}$ has eigenvalues $0$ and $1$, both with multiplicity $2$.