Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl Derivative
In this work, we describe the synthesis, characterization, and self-assembly properties of a new tetrathiafulvalene (TTF)–triglycyl low-molecular-weight (LMW) gelator. Supramolecular organogels were obtained in various solvents via a heating–cooling cycle. Critical gelation conce...
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MDPI AG
2018-04-01
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| Series: | Applied Sciences |
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| Online Access: | http://www.mdpi.com/2076-3417/8/5/671 |
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| author | Sónia Pérez-Rentero Ramon Eritja Marleen Häring César Saldías David Díaz Díaz |
| author_facet | Sónia Pérez-Rentero Ramon Eritja Marleen Häring César Saldías David Díaz Díaz |
| author_sort | Sónia Pérez-Rentero |
| collection | DOAJ |
| description | In this work, we describe the synthesis, characterization, and self-assembly properties of a new tetrathiafulvalene (TTF)–triglycyl low-molecular-weight (LMW) gelator. Supramolecular organogels were obtained in various solvents via a heating–cooling cycle. Critical gelation concentrations (CGC) (range ≈ 5–50 g/L) and thermal gel-to-sol transition temperatures (Tgel) (range ≈ 36–51 °C) were determined for each gel. Fourier transform infrared (FT-IR) spectroscopy suggested that the gelator is also aggregated in its solid state via a similar hydrogen-bonding pattern. The fibrillar microstructure and viscoelastic properties of selected gels were demonstrated by means of field-emission electron microscopy (FE-SEM) and rheological measurements. As expected, exposure of a model xerogel to I2 vapor caused the oxidation of the TTF unit as confirmed by UV-vis-NIR analysis. However, FT-IR spectroscopy showed that the oxidation was accompanied with concurrent alteration of the hydrogen-bonded network. |
| first_indexed | 2024-04-13T02:56:32Z |
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| id | doaj.art-15e1edf0617a45869579bb7ac25e69f8 |
| institution | Directory Open Access Journal |
| issn | 2076-3417 |
| language | English |
| last_indexed | 2024-04-13T02:56:32Z |
| publishDate | 2018-04-01 |
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| record_format | Article |
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| spelling | doaj.art-15e1edf0617a45869579bb7ac25e69f82022-12-22T03:05:36ZengMDPI AGApplied Sciences2076-34172018-04-018567110.3390/app8050671app8050671Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl DerivativeSónia Pérez-Rentero0Ramon Eritja1Marleen Häring2César Saldías3David Díaz Díaz4Institute of Advanced Chemistry of Catalonia-Spanish National Research Council (IQAC-CSIC), Jordi Girona 18-26, 08034 Barcelona, SpainInstitute of Advanced Chemistry of Catalonia-Spanish National Research Council (IQAC-CSIC), Jordi Girona 18-26, 08034 Barcelona, SpainInstitut für Organische Chemie, Universität Regensburg, Universitätsstr. 31, 93053 Regensburg, GermanyDepartamento de Química Física, Facultad de Química, Pontificia Universidad Católica de Chile, Casilla 302, Correo 22, 7820436 Santiago, ChileInstitute of Advanced Chemistry of Catalonia-Spanish National Research Council (IQAC-CSIC), Jordi Girona 18-26, 08034 Barcelona, SpainIn this work, we describe the synthesis, characterization, and self-assembly properties of a new tetrathiafulvalene (TTF)–triglycyl low-molecular-weight (LMW) gelator. Supramolecular organogels were obtained in various solvents via a heating–cooling cycle. Critical gelation concentrations (CGC) (range ≈ 5–50 g/L) and thermal gel-to-sol transition temperatures (Tgel) (range ≈ 36–51 °C) were determined for each gel. Fourier transform infrared (FT-IR) spectroscopy suggested that the gelator is also aggregated in its solid state via a similar hydrogen-bonding pattern. The fibrillar microstructure and viscoelastic properties of selected gels were demonstrated by means of field-emission electron microscopy (FE-SEM) and rheological measurements. As expected, exposure of a model xerogel to I2 vapor caused the oxidation of the TTF unit as confirmed by UV-vis-NIR analysis. However, FT-IR spectroscopy showed that the oxidation was accompanied with concurrent alteration of the hydrogen-bonded network.http://www.mdpi.com/2076-3417/8/5/671tetrathiafulvalenetriglycyl peptideself-assemblyorganogel |
| spellingShingle | Sónia Pérez-Rentero Ramon Eritja Marleen Häring César Saldías David Díaz Díaz Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl Derivative Applied Sciences tetrathiafulvalene triglycyl peptide self-assembly organogel |
| title | Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl Derivative |
| title_full | Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl Derivative |
| title_fullStr | Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl Derivative |
| title_full_unstemmed | Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl Derivative |
| title_short | Synthesis, Characterization, and Self-Assembly of a Tetrathiafulvalene (TTF)–Triglycyl Derivative |
| title_sort | synthesis characterization and self assembly of a tetrathiafulvalene ttf triglycyl derivative |
| topic | tetrathiafulvalene triglycyl peptide self-assembly organogel |
| url | http://www.mdpi.com/2076-3417/8/5/671 |
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