Montanari Céline, Marcos Celada Lukas, Zhang Wenhao, Olsén Peter
Department of Fibre and Polymer Technology, KTH Royal Institute of Technology, Teknikringen 56, 10044, Stockholm, Sweden.
Laboratory of Organic Electronics, Wallenberg Wood Science Center, Linköping University, 60174, Norrköping, Sweden.
ChemSusChem. 2025 Sep 23;18(18):e202500575. doi: 10.1002/cssc.202500575. Epub 2025 Jun 20.
The synthetic freedom to operate is highly dependent on the final application. In polymer science, scalable reactions, simple purification, and the ideal use of renewable and relevant precursors are relied on. This work explores the ring-opening of oxiranes with acrylic acid (AA) toward β-hydroxy acrylates; great care is given to the synthetic aspects of the transformation. In addition to its simplicity, and high yield (isolated yield 68%-87%), the methodology is scalable, atom-economic, and associated with simple purification. Dependent on the initial oxirane, access to a wide range of polymeric properties with a modulus ranging from 0.3 to 630 MPa, strength from 0.3 to 19 MPa, and elongation-at-break from 3% to 170% is demonstrated. All four polymers explored are thermally stable above 250 °C and highly transparent. This work emphasizes the potential of AA as a nucleophile for direct access to monomers for a wide range of polymer applications.
合成操作自由度高度依赖于最终应用。在聚合物科学中，依赖于可扩展的反应、简单的纯化以及可再生和相关前体的理想使用。这项工作探索了环氧乙烷与丙烯酸（AA）开环生成β-羟基丙烯酸酯的反应；对该转化的合成方面给予了极大关注。除了其简单性和高收率（分离收率68%-87%）外，该方法具有可扩展性、原子经济性且纯化简单。根据初始环氧乙烷的不同，展示了可获得一系列具有不同聚合物性能的产物，其模量范围为0.3至630兆帕、强度为0.3至19兆帕、断裂伸长率为3%至170%。所研究的四种聚合物在250℃以上均具有热稳定性且高度透明。这项工作强调了丙烯酸作为亲核试剂直接获得用于广泛聚合物应用的单体的潜力。
