$$F(n)=\large \int_{0}^{\pi/2}\cos^{2n}(x)\ln\sin(x)\mathrm dx$$
$$\cos^{2n}(x)=\frac{1}{2^{2n}}{2n \choose n}+\frac{1}{2^{2n-1}}\sum_{k=0}^{n-1}{2n \choose k}\cos\left[2\left(n-k\right)x\right]$$
$$I=\frac{1}{2^{2n}}{2n \choose n}\int_{0}^{\pi/2}\ln\sin(x)\mathrm dx+\frac{1}{2^{2n-1}}\sum_{k=0}^{n-1}{2n \choose k}\int_{0}^{\pi/2}\cos\left[2\left(n-k\right)x\right]\ln\sin(x)\mathrm dx$$
$$I=-\frac{\pi \ln(2)}{2^{2n+1}}{2n \choose n}+\frac{1}{2^{2n-1}}\sum_{k=0}^{n-1}{2n \choose k}\int_{0}^{\pi/2}\cos\left[2\left(n-k\right)x\right]\ln\sin(x)\mathrm dx$$
I can't continue.
I would like to evaluate $F(n)$
You can let $\cos^2 (x) = t$ to obtain \begin{align} F(n) &= \frac{1}{4} \int \limits_0^1 t^{n-\frac{1}{2}} (1-t)^{-\frac{1}{2}} \ln(1-t) \, \mathrm{d} t \\ &= \frac{1}{4}\frac{\mathrm{d}}{\mathrm{d}s} \int \limits_0^1 t^{n-\frac{1}{2}} (1-t)^{s - 1} \, \mathrm{d} t ~\Bigg \lvert_{s=\frac{1}{2}} \\ &= \frac{1}{4} \frac{\mathrm{d}}{\mathrm{d}s} \operatorname{B} \left(n+\frac{1}{2},s\right)\\ &= -\frac{\Gamma\left(n+\frac{1}{2}\right) \Gamma\left(\frac{1}{2}\right)}{4\Gamma(n+1)} \left[\psi (n+1) - \psi \left(\frac{1}{2}\right)\right] \, . \end{align} For $n \in \mathbb{N}_0$ the special values $\Gamma\left(n+\frac{1}{2}\right) = \frac{(2n)! \sqrt{\pi}}{4^n n!}$ , $\psi \left(\frac{1}{2}\right) = - \gamma - 2 \ln(2)$ and $\psi(n+1) = H_n - \gamma$ yield $$F(n) = - \frac{\pi}{4} \frac{(2n-1)!!}{(2n)!!}[H_n + 2 \ln(2)] \, . $$