ارگانوژل ابرتورمی جدید حاصل از رزین اپوکسی برای جذب و ژل‌سازی الکل‌ها و مایعات آلی قطبی

نوع مقاله : پژوهشی

نویسندگان

تهران، پژوهشگاه پلیمر و پتروشیمی ایران، پژوهشکده پتروشیمی، گروه رنگ چسب و رزین، صندوق پستی 115-14965

چکیده

فرضیه: مواد جاذب حلال‌های آلی (ارگانوژل‌‌ها)، شبکه‌های درشت‌‌مولکولی آب‌گریز با قابلیت جذب و نگه‌داری حلال‌های آلی هستند. این مواد در کاربردهای مختلفی از جمله تولید ژل‌های ضدعفونی مصرفی در پزشکی و بهداشت عمومی، استفاده می‌شوند. مقاله حاضر، گزارشی مقدماتی درباره تبدیل رزین اپوکسی (DGEBA) به ارگانو‌ژل اَبَرجاذب جدید دارای گروه‌های فوران و تری‌آزول است.
روش‌ها: ارگانوژل، طی چهار مرحله اصلی از رزین اپوکسی و فوفوریل الکل تهیه شد. رزین اپوکسی، به‌ترتیب فورفوریل‌دار، ایزوسیانات‌دار و پروپارژیل‌دار شد. محصول نهایی، طی واکنش پلیمرشدن حلقه‌زایی 3،1-دوقطبی، ترکیب دی‌آزید تهیه‌شده از اپی‌کلروهیدرین با ترکیب پروپارژیل‌دار به‌دست آمد. ترکیب حدواسط و محصول نهایی با طیف‌نمایی FTIR شناسایی شدند.
محصول نهایی با میکروسکوپی الکترونی پویشی (SEM)، گرماسنجی پویشی تفاضلی (DSC) و گرماوزن‌سنجی (TGA) ارزیابی شد. رفتار رئولوژیکی در حلال N-متیل پیرولیدون (NMP) بررسی و ظرفیت تورم ارگانوژل نیز در حلال‌های مختلف اندازه‌گیری شد.
یافته‌ها: ارگانو‌ژل پلیمری جدید بدون استفاده از عامل شبکه‌ای‌کننده مجزا تهیه شد. ذرات خشک‌شده آن دارای ساختاری متخلخل با میانگین قطر 680nm بودند. تورم، با کاهش گرانروی و افزایش قطبیت حلال، افزایش می‌یابد. رفتار اَبَرتورمی به‌طور عمده، به تلفیقی از اتصالات عرضیِ محدود و نیز برهم‌کنش‌های ابرامولکولی میان گروه‌های عاملی پلیمر-پلیمر و پلیمر-حلال نسبت داده شد. ظرفیت جذب و ژل‌سازیِ حلال‌های قطبی با این ارگانوژل، بسیار زیاد است. ظرفیت تورم ارگانوژل در حلال‌ها به‌ترتیب اتیلن گلیکول ˃ کلروفرم ˃ اتانول ˃ استونیتریل ˃ دی‌متیل فرمامید ˃ دی‌متیل استامید ˃ دی‌متیل سولفوکسید ˃ NMP بود. به‌عنوان مثال، هر گرم از این ارگانو‌ژل می‌تواند در زمان حدود 1h، حدود 145g اتانول و 1853g از NMP را جذب کند و به‌حالت ژل درآید. پیش‌بینی می‌شود، گروه‌های 3،2،1-تری‌آزول، خاصیت ضدباکتری را به این ارگانو‌ژل القا می‌کنند.

کلیدواژه‌ها

عنوان مقاله [English]

A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids

نویسندگان [English]

  • Zeinab Karami
  • Mohammad Jalal Zohuriaan-Mehr
Department of Adhesive and Resin, Faculty of Petrochemical, Iran Polymer and Petrochemical Institute, P.O. Box 14965-115, Tehran, Iran
چکیده [English]

Hypothesis: Organogels are hydrophobic macromolecular networks with ability to absorb and retain organic solvents. They have been used in various applications, e.g., production of disinfectant hygienic gels used in medicine and public health. The present paper is a preliminary report on the conversion of common epoxy resin (DGEBA) into a new superabsorbent organogel containing functional groups of furan, carbamate, and triazole.
Methods: The organogel was synthesized through a four-step strategy from epoxy resin and furfuryl alcohol. The furfurylated epoxy resin was converted to an isocyanate-terminated compound that then converted into a propargyl-terminated intermediate. The final product was produced by 1,3-dipolar cycloaddition polymerization reaction of a propargylated compound and a diazide compound prepared from epichlorohydrin. The intermediate compounds and the final product were characterized by Fourier transform infrared (FTIR) spectroscopy. The final product was characterized by scanning electron microscopy (SEM), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Rheological behavior in solvent N-methyl-2-pyrrolidone (NMP) was preliminarily studied and swelling capacity of the organogel was determined in various solvents.
Findings: A novel polymeric organogel was synthesized without using a particular crosslinker. Its dried particles were found to have porosity with a pore diameter of ~680 nm. The organogel showed increased swelling capacity with dropping of solvent viscosity and increasing of solvent polarity. The high solvent uptake and storage capacity by this organogel has supported it as a superabsorbent organogelator. Its swelling capacity was determined in the solvents to be in order: ethylene glycol < chloroform < ethanol < acetonitrile < dimethylformamide < dimethylacetamide < dimethylsulfoxide < NMP. For instance, each gram of the organogel can absorb and gelate ~145 g ethanol, or ~1853 g NMP, within ~1 h. The super-swelling behavior of this solvent-retaining network was preliminarily attributed to a combination of limited crosslinkages as well as some polymer-polymer and polymer-solvent supramolecular interactions. The presence of 1,2,3-triazole groups is also expected to induce antibacterial properties in this organogel.

کلیدواژه‌ها [English]

  • organogel
  • epoxy resin
  • cycloaddition
  • furfuryl alcohol
  • polymer gelator

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مجله علوم و تکنولوژی پلیمر
دوره 33، شماره 4 - شماره پیاپی 168
مهر و آبان 1399
صفحه 315-328

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