A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids
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 conversi...
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| Format: | Article |
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Iran Polymer and Petrochemical Institute
2020-10-01
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| Series: | علوم و تکنولوژی پلیمر |
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| Online Access: | http://jips.ippi.ac.ir/article_1750_36dcaabd8f72bba35ea7e0f6cc425dd9.pdf |
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| author | Zeinab Karami Mohammad Jalal Zohuriaan-Mehr |
| author_facet | Zeinab Karami Mohammad Jalal Zohuriaan-Mehr |
| author_sort | Zeinab Karami |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-17T12:32:21Z |
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| id | doaj.art-939c6abe3c4c43a49f2f27b200ef5f6d |
| institution | Directory Open Access Journal |
| issn | 1016-3255 2008-0883 |
| language | fas |
| last_indexed | 2024-12-17T12:32:21Z |
| publishDate | 2020-10-01 |
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| series | علوم و تکنولوژی پلیمر |
| spelling | doaj.art-939c6abe3c4c43a49f2f27b200ef5f6d2022-12-21T21:48:30ZfasIran Polymer and Petrochemical Instituteعلوم و تکنولوژی پلیمر1016-32552008-08832020-10-0133431532810.22063/jipst.2020.17501750A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic LiquidsZeinab Karami0Mohammad Jalal Zohuriaan-Mehr1Department of Adhesive and Resin, Faculty of Petrochemical, Iran Polymer and Petrochemical Institute, P.O. Box 14965-115, Tehran, IranDepartment of Adhesive and Resin, Faculty of Petrochemical, Iran Polymer and Petrochemical Institute, P.O. Box 14965-115, Tehran, IranHypothesis: 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.http://jips.ippi.ac.ir/article_1750_36dcaabd8f72bba35ea7e0f6cc425dd9.pdforganogelepoxy resincycloadditionfurfuryl alcoholpolymer gelator |
| spellingShingle | Zeinab Karami Mohammad Jalal Zohuriaan-Mehr A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids علوم و تکنولوژی پلیمر organogel epoxy resin cycloaddition furfuryl alcohol polymer gelator |
| title | A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids |
| title_full | A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids |
| title_fullStr | A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids |
| title_full_unstemmed | A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids |
| title_short | A Novel Ultra-High Swelling Organogel: An Epoxy Resin Derived Gelator for Alcohols and Polar Organic Liquids |
| title_sort | novel ultra high swelling organogel an epoxy resin derived gelator for alcohols and polar organic liquids |
| topic | organogel epoxy resin cycloaddition furfuryl alcohol polymer gelator |
| url | http://jips.ippi.ac.ir/article_1750_36dcaabd8f72bba35ea7e0f6cc425dd9.pdf |
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