The solvent-free one-pot multicomponent tandem polymerization of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) catalyzed by ionic-liquid@Fe3O4 NPs: the development of polyamide gels

Kaur Manpreet; Mayank; Bains DeepakSingh GagandeepKaur NavneetSingh Narinder

摘要

The development of efficient multicomponent tandem polymerization (MCTP) has gained much interest recently. Herein, fluorescent non-conjugated polyamide gels are synthesized via Biginelli synthesis in one-pot under solvent free conditions using di-aldehyde and aliphatic di-amines in the presence of a newly developed magnetic catalyst (IL2@Fe3O4 NPs). The formation of IL2@Fe3O4 NPs (in which magnetic iron oxide NPs were coated with ionic liquid) was characterized via transmission electron microscopy (TEM), powder X-ray diffraction (PXRD), vibrating sample magnetometer (VSM), and Brunauer-Emmett-Teller (BET) studies. Polymerization in the presence of the new non-toxic magnetic catalyst proceeded smoothly, even at room temperature, giving high molecular weight (M-w up to 83 384 g mol(-1)) fluorescent polyamide gels in excellent yields with the easy removal of the magnetic catalyst from the reaction mixture. Thus, this approach showed great potential for being developed into a simple and efficient polymerization approach for obtaining structurally diversified, Biginelli 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) in the polymer backbone. This overcomes the limitations of multicomponent polymerization, such as stoichiometric balance, low molecular weight, complicated workup procedures, and the poor solubility of polymeric products, and it also allows the easy removal of the catalyst. The structures of all the prepared polyamide gels were established using H-1-NMR, C-13-NMR, FT-IR spectroscopy and gel permeation chromatography (GPC) analysis. Moreover, thermogravimetric (TGA) analysis reveals that the newly designed magnetic catalyst (IL@Fe3O4 NPs) possesses high thermal stability and can be reused, and it remains unchanged, even up to the tenth cycle of the MCTP reaction.

机译：有效的多组分串联聚合（MCTP）的发展最近引起了人们的兴趣。在此，在存在新开发的磁催化剂（IL2@fe3O4 nps）的情况下，使用di-Adledehyde和脂肪醛二胺在溶剂的自由条件下通过Biginelli合成在单锅中通过Biginelli合成（IL2@FE3O4 NP）在单锅中合成荧光非偶联的聚酰胺凝胶。通过透射电子显微镜（TEM），粉末X射线衍射（PXRD），振动样品磁力计（VSM）和Brunauer-Emmett，通过透射电子显微镜（TEM），粉末X射线衍射（PXRD）和Brunauer-Emmett来表征IL2@Fe3O4 NP（其中磁氧化铁NP）的形成（其中磁氧化铁NP）。 -Teller（BET）研究。在新的无毒磁催化剂存在下的聚合即使在室温下也可以平稳地进行，从而使高分子量（M-W高达83 384 g mol（-1））荧光聚酰胺凝胶以极好的收率易于去除磁性。反应混合物的催化剂。因此，这种方法显示出巨大的潜力，可以发展为一种简单有效的聚合方法，用于在聚合物骨架中获得结构多样化的Biginelli 3,4-二氢吡啶-2（1H）-NONE（1H）-ONE（DHPM）。这克服了多组分聚合的局限性，例如化学计量平衡，低分子量，复杂的工作程序和聚合产物的溶解度差，并且还可以轻松去除催化剂。使用H-1-NMR，C-13-NMR，FT-IR光谱和凝胶渗透色谱法（GPC）分析，建立了所有制备的聚酰胺凝胶的结构。此外，热重仪（TGA）分析表明，新设计的磁催化剂（IL@fe3O4 NP）具有较高的热稳定性，并且可以重复使用，并且它保持不变，即使直到MCTP反应的第十个周期也是如此。

The solvent-free one-pot multicomponent tandem polymerization of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) catalyzed by ionic-liquid@Fe3O4 NPs: the development of polyamide gels

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