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在水介质中超声辐射下通过纳米催化的MCM-41-SO₃H清洁、温和且高效地制备芳基14H-苯并[a,j]呫吨隐色染料衍生物

A Clean, Mild, and Efficient Preparation of Aryl 14H-benzo[a,j]xanthene leuco-dye Derivatives Via Nanocatalytic MCM-41-SO3H Under Ultrasonic Irradiation in Aqueous Media.

作者信息

Fathollahi Mostafa, Rostamizadeh Shahnaz, Amani Ali M

机构信息

Department of Chemistry, K. N. Toosi University of Technology, P.O. Box 15875-4416, Tehran, Iran.

出版信息

Comb Chem High Throughput Screen. 2018;21(1):5-13. doi: 10.2174/1386207321666180104111508.

Abstract

AIM AND OBJECTIVE

The present study has developed an efficient and eco-friendly protocol for the synthesis of aryl-14-H-dibenzo[a,j] xanthenes through a one-pot condensation reaction of 2-naphthol and arylaldehydes in aqueous media using the nanocatalytic MCM-41-SO3H under ultrasonic illumination.

MATERIAL AND METHODS

Using SEM and XRD analyses, MCM-41-SO3H nanoparticles were characterized. Therefore, for high magnification, taking the SEM image, the mesoporous surface of MCM-41-SO3H nanoparticles coated with gold for 2 minutes was characterized. Moreover, at a scan rate of 0.02° (2θ)/sec, XRD analysis from 1.5° (2θ) to 10.0° (2θ) was performed.

RESULT

For our considered sample, some well-ordered XRD patterns with one main peak as well as three minor peaks equal to those of MCM-41 materials were observed.

CONCLUSION

The suggested route demonstrates very promising properties like higher yields, decrease in the time of reaction (5-10 min), mild and straightforward conditions, low level of toxicity, and inclusion of a cost-efficient and ecofriendly catalyst having considerable reusability.

摘要

目的

本研究开发了一种高效且环保的方案,用于在水介质中,使用纳米催化的MCM - 41 - SO₃H并在超声照射下,通过2 - 萘酚与芳醛的一锅缩合反应合成芳基 - 14 - H - 二苯并[a,j]呫吨。

材料与方法

使用扫描电子显微镜(SEM)和X射线衍射(XRD)分析对MCM - 41 - SO₃H纳米颗粒进行表征。因此,为了进行高倍放大,拍摄SEM图像,对涂金2分钟的MCM - 41 - SO₃H纳米颗粒的介孔表面进行了表征。此外,以0.02°(2θ)/秒的扫描速率,进行了从1.5°(2θ)到10.0°(2θ)的XRD分析。

结果

对于我们所研究的样品,观察到一些排列有序的XRD图谱,其具有一个主峰以及三个与MCM - 41材料相同的小峰。

结论

所建议的路线展现出非常有前景的特性,如更高的产率、反应时间缩短(5 - 10分钟)、条件温和直接、低毒性水平,并且包含一种具有相当可重复使用性的经济高效且环保的催化剂。

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