Key Lab of Science and Technology of Eco-textile, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, People's Republic of China.
Key Lab of Organic Optoelectronics and Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, People's Republic of China.
Carbohydr Polym. 2019 Apr 1;209:223-229. doi: 10.1016/j.carbpol.2019.01.036. Epub 2019 Jan 11.
The Biginelli multicomponent reaction has been used as an effective and model method to efficiently prepare a library of cellulose derivatives based on cellulose acetoacetate (CAA). Various cellulose derivatives containing 3, 4-dihydropyrimidin-2(1 H)-ones (DHPMs) with different functional groups (carboxyl, methoxyl, and nitro) are synthesized. The entire reaction process is followed using FT-IR, H NMR. The results demonstrate that more than 80% of the acetoacetyl groups are converted within four hours. Additionally, all the cellulose derivatives are confirmed to have favorable thermostability and good solubility in selected solvents. Furthermore, polymers (in this case, poly (ethylene glycol) monomethyl ether (mPEG)) can also be anchored to the cellulose backbone via this facile modular approach. Therefore, the Biginelli multicomponent reaction offers a straightforward method for diverse and large-scale cellulose derivatization. These results are expected to prompt broader study of this multicomponent reaction in interdisciplinary fields.
Biginelli 多组分反应已被用作一种有效且典型的方法，用于高效制备基于醋酸纤维素（CAA）的纤维素衍生物库。各种含有 3,4-二氢嘧啶-2(1H)-酮（DHPMs）的纤维素衍生物，具有不同的官能团（羧基、甲氧基和硝基）被合成。使用 FT-IR、H NMR 跟踪整个反应过程。结果表明，在四个小时内，超过 80%的乙酰乙酰基被转化。此外，所有纤维素衍生物都被证实具有良好的热稳定性和在选定溶剂中的良好溶解性。此外，聚合物（在这种情况下，聚乙二醇单甲醚（mPEG））也可以通过这种简单的模块化方法连接到纤维素主链上。因此，Biginelli 多组分反应为多样化和大规模的纤维素衍生化提供了一种直接的方法。这些结果有望促使在跨学科领域更广泛地研究这种多组分反应。
