Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization

Abstract

Over the years, nitrogen-rich functional groups like tetrazole and its derivatives have received increasing interest in the chemistry of small molecules. There is a continuously growing interest in polymers decorated with nitrogen for potential biomedical applications because of their broad range of biological properties, such as being antibacterial, anticarcinogenic, and anti-inflammatory. On this premise, a new synthesis route is reported for nitrogen-decorated polymers via the combination of Ugi-azide four-multicomponent reaction (UA-4MCR) and thiol-ene polymerization. Accordingly, α,ω-diene monomers decorated with (bis-)1,5-disubstituted-1H-tetrazoles (bis-1,5-DS-Ts) are synthesized by using the UA-4MCR. Subsequently, the light-induced thiol-ene polymerization facilitates the efficient synthesis of novel tetrazole-decorated polymers with apparent number average molecular mass (Mn) up to 62 000 g mol−1, which are characterized for their chemical, thermal, and optical properties. The comprehensive characterization of the synthesized polymers is paving the way toward a wealth of opportunities, ranging from biomaterials to energy storage−relevant materials.