The Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry , Tsinghua University , Beijing 100084 , P. R. China.
Science and Technology on Advanced Ceramic Fibers and Composites Laboratory , National University of Defense Technology , Changsha , 410073 , P. R. China.
J Am Chem Soc. 2018 Jun 6;140(22):6865-6872. doi: 10.1021/jacs.8b01576. Epub 2018 Apr 12.
A high throughput (HTP) system has been developed to exploit new functional polymers. We synthesized 25 monomers in a mini-HTP manner through the tricomponent Biginelli reaction with high yields. The starting materials were five aldehydes extracted from essential oils. The 25 corresponding polymers were conveniently prepared via mini-HTP radical polymerization initially realizing the benefit of HTP methods to quickly fabricate sample libraries. The distinct radical scavenging ability of these Biginelli polymers was evaluated through a HTP measurement to choose the three best radical scavengers. This confirms the superiority of the HTP strategy to rapidly collect and analyze data. The selected polymers have been upgraded and screened according to different requirements for biomaterials and offer water-soluble and biocompatible copolymers that effectively protect cells from the fatal UV damage. This research is a straightforward way to establish new libraries of monomers with abundant diversity. It offers polymers with interesting functionalities. This suggests that a broader study of multicomponent reactions and HTP methods might be useful in many interdisciplinary fields. To the best of our knowledge, this is the first report of a HTP study of the Biginelli reaction to develop a promising polymeric biomaterial, which might have important implications for the organic chemistry and polymer communities.
已经开发出一种高通量 (HTP) 系统来利用新型功能聚合物。我们通过三组分Biginelli 反应以高产率以 mini-HTP 方式合成了 25 种单体。起始原料是从精油中提取的 5 种醛。通过 mini-HTP 自由基聚合方便地制备了 25 种相应的聚合物，初步实现了 HTP 方法快速制备样品库的优势。通过 HTP 测量评估了这些 Biginelli 聚合物的独特自由基清除能力，以选择三种最佳的自由基清除剂。这证实了 HTP 策略在快速收集和分析数据方面的优越性。根据生物材料的不同要求对选定的聚合物进行了升级和筛选，提供了水溶性和生物相容性的共聚物，可有效保护细胞免受致命的紫外线伤害。这项研究为建立具有丰富多样性的单体新库提供了一种简单直接的方法。它提供了具有有趣功能的聚合物。这表明多组分反应和 HTP 方法的更广泛研究可能在许多跨学科领域都有用。据我们所知，这是首次报道 HTP 研究 Biginelli 反应以开发有前途的聚合物生物材料，这可能对有机化学和聚合物界具有重要意义。
