Design, synthesis and characterization of new energetic phthalate plasticizers based on imidazolium ionic liquids,Journal of Chemical Sciences

当前位置： X-MOL 学术 › J. Chem. Sci. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Design, synthesis and characterization of new energetic phthalate plasticizers based on imidazolium ionic liquids
Journal of Chemical Sciences ( IF 1.7 ) Pub Date : 2021-08-11 , DOI: 10.1007/s12039-021-01946-x
Reza Fareghi-Alamdari ₁ , Seyed Amanollah Mousavi Nodoushan ₁ , Negar Zekri ₁

Affiliation

In this study, a new class of energetic phthalate plasticizers based on imidazolium ionic liquids (ILs) were synthesized. The structure of the synthesized compounds was confirmed by ¹HNMR, ¹³CNMR, and FT-IR. The thermal stability of nitrocellulose (NC)/plasticizer blends was also evaluated by thermogravimetric analysis (TGA). The compatibility of the NC with three synthesized energetic plasticizers was studied by differential scanning calorimetry (DSC), scanning electron microscope (SEM), and density functional theory (DFT) methods. The glass transition temperatures of the NC/synthesized plasticizer blends were determined by DSC and showed desirable lowering of glass transition temperature with a single peak and low temperature, which indicates the compatibility of NC with the synthesized IL plasticizers. The SEM images of plasticized films show smooth surfaces which are resulted from the good compatibility of the plasticizers with NC. The predicted relative trend of interaction energies between NC and plasticizers is well correlated with the corresponding trend of Tg of NC/plasticizer blend. In addition, molecular electrostatic potential (MEP) calculations were performed for all plasticizers/NC. Total electron density for the DEP/NC, 3a/NC, 3b/NC and 3c/NC samples are respectively 0.0388, 0.0942, 0.0944 and 0.0823. There is a very good regression (R² = 0.9126) between these values and the calculated values of the interactions energy.

Graphical abstract

In this study, a new class of energetic phthalate plasticizers based on imidazolium ionic liquids were synthesized. The compatibility of NC with these energetic plasticizers was studied by differential scanning calorimetry (DSC) and density functional theory (DFT) methods.

中文翻译：

基于咪唑鎓离子液体的新型含能邻苯二甲酸酯增塑剂的设计、合成与表征

在这项研究中，合成了一类基于咪唑鎓离子液体 (ILs) 的新型高能邻苯二甲酸酯增塑剂。合成化合物的结构经¹ HNMR、¹³CNMR 和 FT-IR。硝化纤维 (NC)/增塑剂混合物的热稳定性也通过热重分析 (TGA) 进行评估。通过差示扫描量热法 (DSC)、扫描电子显微镜 (SEM) 和密度泛函理论 (DFT) 方法研究了 NC 与三种合成的高能增塑剂的相容性。NC/合成增塑剂共混物的玻璃化转变温度由 DSC 测定，其玻璃化转变温度的降低具有单峰和低温，这表明 NC 与合成的 IL 增塑剂的相容性。增塑膜的 SEM 图像显示出光滑的表面，这是由于增塑剂与 NC 的良好相容性造成的。NC 和增塑剂之间相互作用能的预测相对趋势与 NC/增塑剂共混物的 Tg 的相应趋势密切相关。此外，对所有增塑剂/NC 进行了分子静电势 (MEP) 计算。DEP/NC、3a/NC、3b/NC 和 3c/NC 样品的总电子密度分别为 0.0388、0.0942、0.0944 和 0.0823。有一个很好的回归（R² = 0.9126) 在这些值和相互作用能的计算值之间。