Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofurans
A small series of the amphiphilic macrocycles – C-alkylpyrogallol[4]arenes has been synthesized and examined by single crystal X-ray analysis which showed the formation of two supramolecular arrangements depending on solvent used for crystallization, i.e., multilayered motif and hexameric capsule. T...
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Elsevier
2024-10-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715624005009 |
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| author | Oleg Andrew Kulikov Arshad Mehmood Sergey Vodzinsky |
| author_facet | Oleg Andrew Kulikov Arshad Mehmood Sergey Vodzinsky |
| author_sort | Oleg Andrew Kulikov |
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| description | A small series of the amphiphilic macrocycles – C-alkylpyrogallol[4]arenes has been synthesized and examined by single crystal X-ray analysis which showed the formation of two supramolecular arrangements depending on solvent used for crystallization, i.e., multilayered motif and hexameric capsule. Those structural findings provided an insight into blends prepared from aforementioned macrocycles and various polytetrahydrofurans (polyTHFs). Thus, 1:1 wt ratio mixtures were obtained and investigated by combination of Fourier-transform infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA). As it turned out, the viscosity of these blends was increased compared to starting materials, which imply that pyrogallol[4]arenes can be successfully utilized as supramolecular cross-linkers enhancing H-bonding between adjacent macromolecular chains. As the major difference between compounds synthesized is the length and geometry of their respective alkyl side chains attached directly to macrocyclic core, i.e., n-propyl- and cyclohexyl- vs. n-dodecyl-, it seemed likely that even insignificant increase in their hydrophobicity can induce high order aggregation of nanoparticles in the slurries, thus affecting their viscosity. Overall, material viscoelastic properties are tunable at macroscopic level by choosing particular pyrogallol[4]arene/solvent combination and adjusting the temperature, which may be advantageous for the design of hybrid materials. |
| format | Article |
| id | doaj-art-9adbf425ead5464d861a124a074a0cca |
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| issn | 2211-7156 |
| language | English |
| publishDate | 2024-10-01 |
| publisher | Elsevier |
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| spelling | doaj-art-9adbf425ead5464d861a124a074a0cca2025-08-20T01:50:45ZengElsevierResults in Chemistry2211-71562024-10-011110180410.1016/j.rechem.2024.101804Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofuransOleg Andrew Kulikov0Arshad Mehmood1Sergey Vodzinsky2Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA; Huntsman Advanced Materials, The Woodlands, TX, 77381, USA; Corresponding author at: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA.Department of Chemistry, Texas Christian University, Fort Worth, TX, 76129, USAI. I. Mechnikov Odessa National University, 65000 Odessa, UkraineA small series of the amphiphilic macrocycles – C-alkylpyrogallol[4]arenes has been synthesized and examined by single crystal X-ray analysis which showed the formation of two supramolecular arrangements depending on solvent used for crystallization, i.e., multilayered motif and hexameric capsule. Those structural findings provided an insight into blends prepared from aforementioned macrocycles and various polytetrahydrofurans (polyTHFs). Thus, 1:1 wt ratio mixtures were obtained and investigated by combination of Fourier-transform infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC), and thermogravimetric analysis (TGA). As it turned out, the viscosity of these blends was increased compared to starting materials, which imply that pyrogallol[4]arenes can be successfully utilized as supramolecular cross-linkers enhancing H-bonding between adjacent macromolecular chains. As the major difference between compounds synthesized is the length and geometry of their respective alkyl side chains attached directly to macrocyclic core, i.e., n-propyl- and cyclohexyl- vs. n-dodecyl-, it seemed likely that even insignificant increase in their hydrophobicity can induce high order aggregation of nanoparticles in the slurries, thus affecting their viscosity. Overall, material viscoelastic properties are tunable at macroscopic level by choosing particular pyrogallol[4]arene/solvent combination and adjusting the temperature, which may be advantageous for the design of hybrid materials.http://www.sciencedirect.com/science/article/pii/S2211715624005009SupramolecularPolymersPyrogallolarene |
| spellingShingle | Oleg Andrew Kulikov Arshad Mehmood Sergey Vodzinsky Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofurans Results in Chemistry Supramolecular Polymers Pyrogallolarene |
| title | Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofurans |
| title_full | Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofurans |
| title_fullStr | Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofurans |
| title_full_unstemmed | Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofurans |
| title_short | Supramolecular blends of C-alkylpyrogallol[4]arenes and polytetrahydrofurans |
| title_sort | supramolecular blends of c alkylpyrogallol 4 arenes and polytetrahydrofurans |
| topic | Supramolecular Polymers Pyrogallolarene |
| url | http://www.sciencedirect.com/science/article/pii/S2211715624005009 |
| work_keys_str_mv | AT olegandrewkulikov supramolecularblendsofcalkylpyrogallol4arenesandpolytetrahydrofurans AT arshadmehmood supramolecularblendsofcalkylpyrogallol4arenesandpolytetrahydrofurans AT sergeyvodzinsky supramolecularblendsofcalkylpyrogallol4arenesandpolytetrahydrofurans |