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We discuss the boundedness properties of bilinear singular integral operators (including their maximal versions) associated with rough homogeneous kernels on $\mathbb{R}$. In particular, we focus on the $L^{p_1}(\mathbb{R}) \times L^{p_2}(\mathbb{R}) \to L^p(\mathbb{R})$ bounds in the optimal quasi-Banach range of exponents $1<p_1, p_2<\infty$ and $1/2<p<\infty$, when the angular component $\Omega$ of the kernel belongs to weighted $L^q$-spaces on the unit sphere $\mathbb{S}^1$ and has vanishing integral. This talk is based on two joint works with Petr Honzík, Lenka Slavíková and Bae Jun Park.