Synthesis of discrete oligoethylenes towards chemically recyclable polyolefins
摘要
Polyethylene-like materials consist of long-chain oligoethylene blocks and chemically cleavable linkages, providing a promising alternative to chemically inert polyethylene while retaining comparable properties. Larger and uniform chain lengths of oligoethylene blocks are preferred to retain polyethylene crystallinity; however, the efficient synthesis of uniform ultralong oligoethylenes with guaranteed purity remains challenging. Here we report the precision synthesis of uniform oligoethylenes of up to 576 carbon atoms based on the Julia–Kocienski reaction. Using these as building blocks, a series of high-density polyethylene-like materials with regularly distributed ester linkages were developed. The oligoethylene with 126 carbon atoms readily affords remarkable thermal (Tm ≈ 130 °C) and mechanical properties. Due to the uniformity of oligoethylene blocks, closed-loop chemical recyclability of high-density polyethylene-like materials is possible for at least five cycles, excluding compositional heterogeneity and batch-to-batch fluctuation. Our strategy for constructing uniform oligoethylenes with exceptionally high chain lengths is interesting for new-generation recyclable materials.