Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelators
Novel organogelators based on fluorescent alkoxy-substituted 1,4-diarylated 1, 2, 3-triazoles are reported. The findings monitored in the current study promoted the development of inventive compacted supramolecular architectures generated by self-assembly of the prepared triazole-based organogelator...
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| Format: | Article |
| Language: | English |
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Elsevier
2022-06-01
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| Series: | Arabian Journal of Chemistry |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535222001903 |
| _version_ | 1811256175890530304 |
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| author | Salhah D. Al-Qahtani Razan M. Snari Abrar Bayazeed Rua B. Alnoman Aisha Hossan Amerah Alsoliemy Nashwa M. El-Metwaly |
| author_facet | Salhah D. Al-Qahtani Razan M. Snari Abrar Bayazeed Rua B. Alnoman Aisha Hossan Amerah Alsoliemy Nashwa M. El-Metwaly |
| author_sort | Salhah D. Al-Qahtani |
| collection | DOAJ |
| description | Novel organogelators based on fluorescent alkoxy-substituted 1,4-diarylated 1, 2, 3-triazoles are reported. The findings monitored in the current study promoted the development of inventive compacted supramolecular architectures generated by self-assembly of the prepared triazole-based organogelators. The synthesis, characterization and gelation properties of the current novel alkoxy-substituted 1,4-diarylated 1, 2, 3-triazole arms were described. The synthesis procedures were accomplished by using Cu-catalyzed azide-alkyne cycloaddition (CuAAC) of alkoxy-substituted aryl azide with aryl bearing terminal alkyne subtituents and alkoxy chains of different lengths. The alkoxy-substituted of 1, 4-diarylated 1, 2, 3-triazole derivatives bearing different alkoxy chains were characterized by FTIR, 1H/13C NMR, and elemental analysis. The 1, 4-diarylated 1, 2, 3-triazoles with longer alkoxy terminal groups demonstrated improved gelation properties compared to those with shorter alkoxy terminals. The morphologies of the self-assembled alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles were investigated using scanning electron microscopy (SEM), which demonstrated arrangements of highly ordered nanofibers, forced by π-stacks and van der Waals interactions. The antibacterial activity and cytotoxicity of the newly synthesized triazoles was investigated to verify the potential use of the present triazole gelators for a variety of applications, such as drug delivery. |
| first_indexed | 2024-04-12T17:36:09Z |
| format | Article |
| id | doaj.art-c5da1b8b7596442eaecf40c795d8ecf8 |
| institution | Directory Open Access Journal |
| issn | 1878-5352 |
| language | English |
| last_indexed | 2024-04-12T17:36:09Z |
| publishDate | 2022-06-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Arabian Journal of Chemistry |
| spelling | doaj.art-c5da1b8b7596442eaecf40c795d8ecf82022-12-22T03:22:59ZengElsevierArabian Journal of Chemistry1878-53522022-06-01156103874Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelatorsSalhah D. Al-Qahtani0Razan M. Snari1Abrar Bayazeed2Rua B. Alnoman3Aisha Hossan4Amerah Alsoliemy5Nashwa M. El-Metwaly6Department of Chemistry ,College of Science, Princess Nourah bint Abdulrahman University, P.O. Box 84428, Riyadh 11671, Saudi ArabiaDepartment of Chemistry, Faculty of Applied Science, Umm-Al-Qura University, Makkah 24230, Saudi ArabiaDepartment of Chemistry, Faculty of Applied Science, Umm-Al-Qura University, Makkah 24230, Saudi ArabiaDepartment of Chemistry, College of Science, Taibah University, Madinah, P.O. Box 344, Saudi ArabiaChemistry Department, Faculty of science, King Khalid University, Abha, Saudi ArabiaDepartment of Chemistry, Faculty of Applied Science, Umm-Al-Qura University, Makkah 24230, Saudi ArabiaDepartment of Chemistry, Faculty of Applied Science, Umm-Al-Qura University, Makkah 24230, Saudi Arabia; Department of Chemistry, Faculty of Science, Mansoura University, El-Gomhoria Street, 35516, Egypt; Corresponding author at: Department of Chemistry, Faculty of Applied Science, Umm-Al-Qura University, Makkah 24230, Saudi Arabia.Novel organogelators based on fluorescent alkoxy-substituted 1,4-diarylated 1, 2, 3-triazoles are reported. The findings monitored in the current study promoted the development of inventive compacted supramolecular architectures generated by self-assembly of the prepared triazole-based organogelators. The synthesis, characterization and gelation properties of the current novel alkoxy-substituted 1,4-diarylated 1, 2, 3-triazole arms were described. The synthesis procedures were accomplished by using Cu-catalyzed azide-alkyne cycloaddition (CuAAC) of alkoxy-substituted aryl azide with aryl bearing terminal alkyne subtituents and alkoxy chains of different lengths. The alkoxy-substituted of 1, 4-diarylated 1, 2, 3-triazole derivatives bearing different alkoxy chains were characterized by FTIR, 1H/13C NMR, and elemental analysis. The 1, 4-diarylated 1, 2, 3-triazoles with longer alkoxy terminal groups demonstrated improved gelation properties compared to those with shorter alkoxy terminals. The morphologies of the self-assembled alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles were investigated using scanning electron microscopy (SEM), which demonstrated arrangements of highly ordered nanofibers, forced by π-stacks and van der Waals interactions. The antibacterial activity and cytotoxicity of the newly synthesized triazoles was investigated to verify the potential use of the present triazole gelators for a variety of applications, such as drug delivery.http://www.sciencedirect.com/science/article/pii/S1878535222001903CuAAC1;2;3-TriazoleFluorescenceSelf-assemblyNanofibers |
| spellingShingle | Salhah D. Al-Qahtani Razan M. Snari Abrar Bayazeed Rua B. Alnoman Aisha Hossan Amerah Alsoliemy Nashwa M. El-Metwaly Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelators Arabian Journal of Chemistry CuAAC 1;2;3-Triazole Fluorescence Self-assembly Nanofibers |
| title | Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelators |
| title_full | Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelators |
| title_fullStr | Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelators |
| title_full_unstemmed | Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelators |
| title_short | Synthesis, characterization and self-assembly of novel fluorescent alkoxy-substituted 1, 4-diarylated 1, 2, 3-triazoles organogelators |
| title_sort | synthesis characterization and self assembly of novel fluorescent alkoxy substituted 1 4 diarylated 1 2 3 triazoles organogelators |
| topic | CuAAC 1;2;3-Triazole Fluorescence Self-assembly Nanofibers |
| url | http://www.sciencedirect.com/science/article/pii/S1878535222001903 |
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