Synthesis of Bio‐Based Silane Coupling Agents by the Modification of Eugenol

Abstract A simple method for the synthesis of new bio‐based silane coupling agents (SCAs) with a terpene aromatic core by the functionalization of cheap, natural eugenol and its sulfur derivatives using the hydrosilylation of the C=C bonds with HSi(OEt) 3 , followed by nucleophilic substitution reactions of OH/SH groups is presented. The obtained alkoxysilanes possess different polymer‐reactive functionalities (alkenyl, epoxide, thiirane, thiocarbamoyl, thioester, thioether moieties). This new group of biogenic SCAs was fully characterized using 1 H, 13 C, 29 Si NMR, FT‐IR, GC‐MS, and HRMS or elemental analysis. Examples of their application as additives to tire rubbers and their influence on several factors are also discussed. magnified image