کاربرد کاتالیزگری کمپلکس مس تهیه شده با لیگاندهای پینسر NNN تثبیت شده بر روی نانوذره‌های سیلیکا به ‌وسیله‌ نسل اول دندریمرهای پلی‌آمیدوآمین

نوع مقاله : مقاله پژوهشی

نویسندگان

دانشکده شیمی، دانشگاه صنعتی اصفهان، اصفهان، ایران، 83111-84156

چکیده

در این پژوهش یک سیستم کاتالیزگری با استفاده از کمپلکس مس تثبیت‌شده بر روی نانوذره‌های سیلیکا، به‌‌عنوان نانوکاتالیزگری با کارایی بالا برای بهبود واکنش‌های کاتالیزشده کلیک استفاده شد. در ابتدا دندریمرهای پلی آمیدوآمین با استفاده از متیل آکریلات و اتیلن دی‌آمین به روش سنتز واگرا بر روی بستر آمینوپروپیل پیوند شده به سیلیکا سنتز شدند. سپس، دندریمرهای پیوند شده به سیلیکای اصلاح شده به‌‌عنوان بستر هیبریدی آلی- معدنی برای تثبیت لیگاند پینسر NNN استفاده شد. لیگاند پینسر به‌وسیله‌ واکنش بستر عامل‌دار شده با سیانوریک کلرید و سپس واکنش آن 2-آمینوپیریدین تشکیل شد. در ادامه، از طریق واکنش مس (II) کلرید با لیگاند تثبیت‌شده، کمپلکس مس بر روی این ترکیب تشکیل شد. ترکیب تهیه شده به‌‌عنوان کاتالیزگر در واکنش‌های کلیک حلقه‌زایی آزید-آلکین مورد استفاده قرار گرفت. داده‌های به‌دست آمده نشان داد که در شرایط بهینه شده: محلول آب-اﺗﺎﻧﻮل ﺑﺎ ﻧﺴﺒﺖ ١:١، ﻣﻘﺪار 0/5 درصد ﻣﻮلی کاتالیزگر، دﻣﺎی 60 درﺟﻪ سلسیوس و زمان 40 دقیقه، بازده واکنش 97 درصد است. 

کلیدواژه‌ها

موضوعات

عنوان مقاله [English]

Catalytic Application of Copper Complex Prepared by a NNN Pincer Ligand Supported on Silica Nanoparticles Using first Generation of Polyamidoamine Dendrimers

نویسندگان [English]

  • G. Mohammadnezhad
  • M. Abedi
Department of Chemistry, Isfahan University of Technology, Isfahan, 84156-83111, Iran
چکیده [English]

In this research, a catalytic system using a copper complex supported on silica nanoparticles was used as a nanocatalyst with high efficiency to enhance catalytic click reactions. At first, polyamidoamine dendrimers were synthesized using methyl acrylate and ethylene diamine by divergent synthesis method on aminopropyl grafted silica support. Then, modified silica-supported dendrimers were used as an organic-inorganic hybrid substrate to immobilize the NNN pincer ligand. The pincer ligand was formed by reacting the functionalized support with cyanuric chloride and then reacting with 2-aminopyridine. Next, through the reaction of copper chloride with the stabilized ligand, the copper (II) complex was formed on this compound. The prepared compound was used as a catalyst in azide-alkyne cycloaddition click reactions. The obtained data showed that in the optimized conditions: water-ethanol solution (1:1), catalyst mole percentage of 0.5, 60 °C, and time of 40 min, the reaction efficiency was obtained to be 97%.

کلیدواژه‌ها [English]

  • Polyamidoamine
  • Pincer
  • Dendrimer
  • Complex
  • Click reaction

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مواد پیشرفته در مهندسی
دوره 42، شماره 4
اسفند 1402
صفحه 77-91

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