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| Content Provider | Royal Society of Chemistry (RSC) |
|---|---|
| Author | Uchida, Kingo Caroli, Giuseppe Stuart, Marc Jong, Jaap J. D. de Areephong, Jetsuda Browne, Wesley R. Feringa, Ben L. Akazawa, Masako |
| Copyright Year | 2008 |
| Abstract | Dithienylperhydrocyclopentene-bisurea-based low molecular weight gelators are described that function as photoresponsive organogels that show a remarkable gel-to-liquid transition upon irradiation. The two series of derivatives, with and without alkyl spacers between the urea hydrogen bonding groups and the photochromic unit, show different gelation behavior. Upon UV irradiation of the gels, a gel liquified at only 1.4% conversion of the photochromic unit. Transmission electron microscopy (TEM) shows that the gel fibres consist of thin ribbons. Semi-empirical (PM3) calculations indicate that the hydrogen bonding between the open-ring isomer (o) molecules is weak, and that formation of the closed-ring isomer (c) destabilises the hydrogen bonding further. The results indicate that a small amount of the closed-ring isomer will disrupt the intermolecular hydrogen-bonding, leading to disintegration of the gel fibre ribbons and hence reversible liquification. |
| Starting Page | 1544 |
| Ending Page | 1547 |
| Page Count | 4 |
| File Format | HTM / HTML PDF |
| ISSN | 14770520 |
| Volume Number | 6 |
| Issue Number | 9 |
| Journal | Organic & Biomolecular Chemistry |
| DOI | 10.1039/b802580k |
| Language | English |
| Publisher | Royal Society of Chemistry |
| Access Restriction | Open |
| Subject Keyword | Urea Transmission electron microscopy Photochromism Alkane Organogels New Shepard Hydrogen bond Isomer |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Biochemistry Physical and Theoretical Chemistry |
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