A novel cyclic dithiocarbonate having siloxane moiety; Approach to curable siloxane oligomer

A novel 5‐membered cyclic dithiocarbonate (DTC) having a siloxane moiety, 5‐(3‐trimethoxysilylpropyloxymethyl)‐1,3‐oxathiolane‐2‐thione, was synthesized from the corresponding epoxide precursor by its cycloaddition with carbon disulfide. The siloxane group underwent condensation reaction by the treatment with water and a basic or acidic catalyst, to afford the corresponding oligomer having siloxane main chain and DTC pendant. The resulting oligomer was liquid and soluble in organic solvents such as THF and chloroform. Treatment of the oligomer with amines resulted in selective ring‐opening reaction of the DTC group, generating a thiol group, which underwent oxidative coupling reaction to make the oligomer successfully cured. © 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 4422–4430, 2005