Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine Surfactant
In this study, the synthesis and evaluation of surface and thermodynamics properties a novel non-ionic glucosamine-based surfactant (2-(dodecyloxy)-N-((2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide (NGAS) is carried out and the comparison of the results with N-...
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Semnan University
2024-11-01
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| author | Syedeh Enciyeh Rastegar Fatemi Hadi Shafiei Mohammad Majid Mojtahedi |
| author_facet | Syedeh Enciyeh Rastegar Fatemi Hadi Shafiei Mohammad Majid Mojtahedi |
| author_sort | Syedeh Enciyeh Rastegar Fatemi |
| collection | DOAJ |
| description | In this study, the synthesis and evaluation of surface and thermodynamics properties a novel non-ionic glucosamine-based surfactant (2-(dodecyloxy)-N-((2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide (NGAS) is carried out and the comparison of the results with N-methylglucamine surfactant is reported. NGAS was synthesized via the facile and straightforward reaction of glucosamine with 2-(dodecyloxy)acetyl chloride in the presence of triethylamine. The surface tension of NGAS was determined by tensiometric methods. The surface properties including Critical Micelle Concentration (CMC), the efficiency of adsorption (pC20), the surface excess (Γmax) and the area occupied by each of the surfactant molecules (Amin) were investigated at 298.15 K in deionized water. The surface tension of water was reduced to about 41 mN.m-1 by using the surfactant at the concentration level of 2.06×10-3 molL-1. The thermodynamic parameters of micellization (ΔG°mic) and surface adsorption (ΔG°ads) were calculated from CMC data. The hydrophilicity and lipophilicity balance parameter (HLB) were obtained from the Griffin equation. According to the results, micellization and surface adsorption of this surfactant is a spontaneous process in aqueous solution. In addition, these results show that NGAS can be used as an emulsifier in oil-in-water emulsions. |
| format | Article |
| id | doaj-art-d9892261d69c4295bc8c0fff75510f12 |
| institution | Kabale University |
| issn | 2981-2437 |
| language | English |
| publishDate | 2024-11-01 |
| publisher | Semnan University |
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| series | شیمی کاربردی روز |
| spelling | doaj-art-d9892261d69c4295bc8c0fff75510f122024-12-09T09:19:29ZengSemnan Universityشیمی کاربردی روز2981-24372024-11-0119739911010.22075/chem.2024.33744.22658921Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine SurfactantSyedeh Enciyeh Rastegar Fatemi0Hadi Shafiei1Mohammad Majid Mojtahedi2Department of Chemistry, Arak Branch, Islamic Azad University, Arak, IranDepartment of Chemistry, Arak Branch, Islamic Azad University, Arak, IranOrganic Chemistry Department, Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, IranIn this study, the synthesis and evaluation of surface and thermodynamics properties a novel non-ionic glucosamine-based surfactant (2-(dodecyloxy)-N-((2R,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide (NGAS) is carried out and the comparison of the results with N-methylglucamine surfactant is reported. NGAS was synthesized via the facile and straightforward reaction of glucosamine with 2-(dodecyloxy)acetyl chloride in the presence of triethylamine. The surface tension of NGAS was determined by tensiometric methods. The surface properties including Critical Micelle Concentration (CMC), the efficiency of adsorption (pC20), the surface excess (Γmax) and the area occupied by each of the surfactant molecules (Amin) were investigated at 298.15 K in deionized water. The surface tension of water was reduced to about 41 mN.m-1 by using the surfactant at the concentration level of 2.06×10-3 molL-1. The thermodynamic parameters of micellization (ΔG°mic) and surface adsorption (ΔG°ads) were calculated from CMC data. The hydrophilicity and lipophilicity balance parameter (HLB) were obtained from the Griffin equation. According to the results, micellization and surface adsorption of this surfactant is a spontaneous process in aqueous solution. In addition, these results show that NGAS can be used as an emulsifier in oil-in-water emulsions.https://chemistry.semnan.ac.ir/article_8921_e3ae314bbdbb10cd9b5f2c3934e58186.pdfnon-ionic surfactantsurface tensionglucosamineemulsifierhydrophilicity-lipophilicity balance |
| spellingShingle | Syedeh Enciyeh Rastegar Fatemi Hadi Shafiei Mohammad Majid Mojtahedi Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine Surfactant شیمی کاربردی روز non-ionic surfactant surface tension glucosamine emulsifier hydrophilicity-lipophilicity balance |
| title | Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine Surfactant |
| title_full | Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine Surfactant |
| title_fullStr | Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine Surfactant |
| title_full_unstemmed | Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine Surfactant |
| title_short | Synthesis and Characterization of a Novel Nonionic Glucosamine-Based Surfactant and its Comparison with N-Methylglucamine Surfactant |
| title_sort | synthesis and characterization of a novel nonionic glucosamine based surfactant and its comparison with n methylglucamine surfactant |
| topic | non-ionic surfactant surface tension glucosamine emulsifier hydrophilicity-lipophilicity balance |
| url | https://chemistry.semnan.ac.ir/article_8921_e3ae314bbdbb10cd9b5f2c3934e58186.pdf |
| work_keys_str_mv | AT syedehenciyehrastegarfatemi synthesisandcharacterizationofanovelnonionicglucosaminebasedsurfactantanditscomparisonwithnmethylglucaminesurfactant AT hadishafiei synthesisandcharacterizationofanovelnonionicglucosaminebasedsurfactantanditscomparisonwithnmethylglucaminesurfactant AT mohammadmajidmojtahedi synthesisandcharacterizationofanovelnonionicglucosaminebasedsurfactantanditscomparisonwithnmethylglucaminesurfactant |