نانومقیاس

نانومقیاس

نانوذرات مس نشانده شده روی فریت منگنز: یک نانوکاتالیزور قابل بازیافت جدید برای سنتز مؤثر β-تیول-1,2,3-تری آزول های 1,4-دو استخلافی از تیران ها در محیط آبی

نوع مقاله : مقاله پژوهشی

نویسنده
دانشگاه پیام نور
چکیده
نانوذرات مغناطیسی فریت منگنز با استفاده از نمک هیدراته نیترات آهن سه ظرفیتی و نمک منگنز دو ظرفیتی، در حضور باز قوی NaOH و NaCl به روش حالت جامد سنتز و سپس در دماهای مختلف کلسینه شد. برای جلوگیری از اکسید شدن و تجمع ذرات و همچنین به منظور تهیه یک کاتالیزور جدید مس بر پایه ی بستر مغناطیسی، سطح نانوذرات فریت منگنز سنتز شده با نانوذرات فلزی مس پوشش داده شد و نانوکامپوزیت مغناطیسی جدید MnFe2O4/Cu تهیه گردید. کاتالیست به‌دست آمده در واکنش کلیک تک‌ظرفی سه جزئی در محیط آبی به کار گرفته شد. اپوکسیدهای مختلف دارای گروه‌های دهنده و کشنده الکترون با تیواوره تحت شرایط فاز جامد واکنش دادند و تیران‌های متناظر سنتز شدند. سپس تیران‌های حاوی گروه‌های آلکیل، آلیل و آریل در حضور فنیل‌استیلن و آزید سدیم تحت شرایط جدید و با حضور نانوکاتالیزگر MnFe2O4/Cu در محیط آبی تحت شرایط رفلاکس به ترکیبات β-تیول-1,2,3-تری آزول تبدیل شدند. پیشرفت واکنش با استفاده از کروماتوگرافی لایه نازک (TLC) بررسی شد. تأثیر عوامل مختلف مانند زمان، دما، نوع حلال و مقدار نانوکاتالیزگر مورد مطالعه قرار گرفت و بر اساس نتایج، 03/0 گرم کاتالیزگر و دمای واکنش 100 درجه ی سانتی گراد در حلال آب به عنوان شرایط بهینه انتخاب شد. همچنین کاتالیزگر بازیافت شده، برای چهار دوره متوالی مورد استفاده مجدد قرار گرفت. ساختار نانوذرات مغناطیسی سنتز شده با استفاده از تکنیک‌های EDS، FT-IR، SEM و VSM بررسی شد و ساختار ترکیبات تری‌آزول سنتز شده با استفاده از نقطه ذوب، C NMR¹³ و H NMR¹ تأیید گردید. در این مطالعه یک روش کارآمد، سبز و تجدیدپذیر برای سنتز β-تیول-1,2,3-تری آزول از تیران‌ها در شرایط آبی ارائه شده است.
کلیدواژه‌ها
موضوعات

عنوان مقاله English

Copper nanoparticles supported on manganese ferrite: a novel recyclable nanocatalyst for highly efficient synthesis of 1,4-disubstituted β-thiol-1,2,3- triazoles from thiiranes in aqueous medium

نویسنده English

Ronak Eisavi
Payame Noor University
چکیده English

A novel magnetic nanocomposite, MnFe₂O₄/Cu, was synthesized by coating manganese ferrite nanoparticles prepared via a solid-state method using hydrated Fe (III) nitrate and Mn (II) salts in the presence of NaOH and NaCl with copper nanoparticles, followed by calcination at high temperatures. The resulting nanocatalyst was applied in a one-pot, three-component click reaction in aqueous medium. Various epoxides bearing electron-donating and electron-withdrawing substituents reacted with thiourea under solid-phase conditions to produce the corresponding thiiranes. Subsequently, thiiranes with alkyl, allyl, and aryl groups underwent ring-opening and cycloaddition with phenylacetylene and sodium azide in the presence of MnFe₂O₄/Cu in water under reflux conditions to afford β-thiol-1,2,3-triazole derivatives. The reaction progress was monitored by thin-layer chromatography (TLC), and the effects of temperature, solvent, and catalyst amount were systematically studied. Optimal conditions were identified as 0.03 g of catalyst at 100 °C in water, and the catalyst was successfully reused for four consecutive cycles. The structure of the nanocomposite was characterized by EDS, FT-IR, SEM, and VSM, and the structures of the triazoles were confirmed by melting point, ¹³C NMR, and ¹H NMR analyses. This study demonstrates an efficient, green, and recyclable approach for the synthesis of β-thiol-1,2,3-triazoles from thiiranes under aqueous conditions.

کلیدواژه‌ها English

Magnetic nanocomposite, MnFe2O4/Cu, &‌‌‌beta
-Thiol-1,2,3-triazole, Thiirane
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دوره 12، شماره 4
زمستان 1404
صفحه 462-478

  • تاریخ دریافت 10 آذر 1404
  • تاریخ بازنگری 06 دی 1404
  • تاریخ پذیرش 16 بهمن 1404