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载银纳米粒子的 Preyssler 功能化纤维素生物复合材料作为一种新型高效催化剂用于合成 2-氨基-4H-吡喃和螺色烯。

Silver nanoparticles-decorated Preyssler functionalized cellulose biocomposite as a novel and efficient catalyst for the synthesis of 2-amino-4H-pyrans and spirochromenes.

机构信息

Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran.

Department of Chemistry, Alzahra University, Tehran, Iran.

出版信息

Sci Rep. 2020 Sep 3;10(1):14540. doi: 10.1038/s41598-020-70738-z.

Abstract

Silver nanoparticles-decorated Preyssler functionalized cellulose biocomposite (PC/AgNPs) was prepared and fully characterized by FTIR, UV-vis, SEM, and TEM techniques. The preparation of PC/AgNPs was studied systematically to optimize the processing parameters by Taguchi method using the amount of PC, reaction temperature, concentration of silver nitrate and pH of medium. Taguchi's L9 orthogonal (4 parameters, 4 level) was used for the experimental design. The SEM analysis confirmed the presence of the Preyssler as a white cloud as well as spherical AgNPs on the surface of cellulose. The formation of AgNPs on the surface was observed by changing of the color from yellow to deep brown and confirmed by UV-vis spectroscopy. The best yield of AgNPs forming was obtained in pH 12.5 at 80 ºC in 20 min. TEM analysis confirmed the formation of spherical AgNPs with a size of 50 nm, at the 1% wt. loading of Preyssler. This easily prepared PC/AgNPs was successfully employed as an efficient, green, and reusable catalyst in the synthesis of a wide range of 2-amino-4H-pyran and functionalized spirochromene derivatives via a one-pot, multicomponent reaction. The chief merits realized for this protocol were the utilization of commercially available or easily accessible starting materials, operational simplicity, facile work-up procedure, obtaining of high to excellent yields of the products and being done under green conditions. The catalyst could be easily separated from the reaction mixture and reused several times without observing any appreciable loss in its efficiency.

摘要

用傅里叶变换红外光谱(FTIR)、紫外可见光谱(UV-vis)、扫描电子显微镜(SEM)和透射电子显微镜(TEM)等技术对负载银纳米粒子的 Preyssler 功能化纤维素生物复合材料(PC/AgNPs)进行了全面表征。采用 Taguchi 法,通过改变 PC 用量、反应温度、硝酸银浓度和介质 pH 值等工艺参数,对 PC/AgNPs 的制备进行了系统研究,以优化工艺参数。采用 Taguchi 的 L9 正交(4 参数、4 水平)设计进行实验设计。SEM 分析证实了 Preyssler 的存在,它呈白色云状,同时纤维素表面存在球形 AgNPs。通过颜色从黄色变为深棕色的变化以及通过 UV-vis 光谱证实了 AgNPs 的形成。在 pH 值为 12.5、80°C 下反应 20 min 时,AgNPs 的形成产率最高。TEM 分析证实,在 1%wt. Preyssler 负载量下形成了尺寸为 50nm 的球形 AgNPs。这种易于制备的 PC/AgNPs 成功地用作一种高效、绿色且可重复使用的催化剂,在一锅多组分反应中合成了广泛的 2-氨基-4H-吡喃和功能化螺色烯衍生物。该方法的主要优点是使用了商业上可获得或易于获得的起始原料,操作简单,后处理步骤简单,得到了高至优异的产物收率,且在绿色条件下进行。催化剂可以很容易地从反应混合物中分离出来,并重复使用数次,而不会观察到其效率有任何明显的降低。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5764/7471288/5fed1740ca6b/41598_2020_70738_Fig1_HTML.jpg

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