Let $A$ be a real/complex algebra (just a real/complex vector space with a multiplication; none PI's are required). Let $\mathcal{H}$ be a real/complex Hilbert space. Let $\operatorname{B}(\mathcal{H})$ be the algebra of bounded endomorphisms of $\mathcal{H}$ and let $\operatorname{Nil}(\mathcal{H})\subset\operatorname{B}(\mathcal{H})$ be the vector subspace of nilpotent bounded operators, i.e., such that $T^2=0$.
My question is:
There are known conditions on $A$ and on $\mathcal{H}$ to ensure the existence of representations $\rho:A\rightarrow \operatorname{B}(\mathcal{H})$ which factor trough the inclusion $\operatorname{Nil}(\mathcal{H})\hookrightarrow\operatorname{B}(\mathcal{H})$?
In other words: Under which conditions there exists an algebra homomorphism $\rho:A\rightarrow \operatorname{B}(\mathcal{H})$ whose image is contained in $\operatorname{Nil}(\mathcal{H})$?
Thank you for any help.
P.S: I'm specially interested when the Hilbert space is the Sobolev space of some nice bounded open set $U\subset \mathbb{R}^n$ and related structures.