A novel method is established for permittivity enhancement of a silicone matrix for dielectric elastomer actuators (DEAs) by molecular level modifications of the elastomer matrix. A push-pull dipole is synthesized to be compatible with the silicone crosslinking chemistry, allowing for direct grafting to the crosslinker molecules in a one-step film formation process. This method prevents agglomeration and yields elastomer films that are homogeneous down to the molecular level. The dipole-to-silicone network grafting reaction is studied by FTIR. The chemical, thermal, mechanical and electrical properties of films with dipole contents ranging from 0 wt% to 13.4 wt% were thoroughly characterized. The grafting of dipoles modifies the relative permittivity and the stiffness, resulting in the actuation strain at a given electrical field being improved by a factor of six.