Abstract: The present invention is directed to a benzoxazine-functionalized diene-based elastomer comprising polymer chains including repeat units which include conjugated diolefin monomers, such as 1,3-butadiene and isoprene. Additionally, said elastomer comprises at least one benzoxazine connected to a polymer chain via a spacer, wherein the spacer has a length ranging from 3 to 8 atoms. A further aspect of the present invention is directed to a rubber composition comprising such an elastomer, an article of manufacture comprising this rubber composition, and a method of making said benzoxazine-functionalized diene-based elastomer.