| Autor: |
Singh WP; Organic Materials Research Laboratory, Department of Basic Sciences & Social Sciences, North-Eastern Hill University, Shillong-793022, Meghalaya, India., Singh RS; Organic Materials Research Laboratory, Department of Basic Sciences & Social Sciences, North-Eastern Hill University, Shillong-793022, Meghalaya, India. |
| Jazyk: |
angličtina |
| Zdroj: |
Beilstein journal of organic chemistry [Beilstein J Org Chem] 2017 Jan 23; Vol. 13, pp. 138-149. Date of Electronic Publication: 2017 Jan 23 (Print Publication: 2017). |
| DOI: |
10.3762/bjoc.13.17 |
| Abstrakt: |
In the present work, we have explored the use of the triphenylmethyl group, a commonly used protecting group for primary alcohols as a gelling structural component in the design of molecular gelators. We synthesized a small library of triphenylmethyl derivatives of simple primary alcohols and studied their gelation properties in different solvents. Gelation efficiency for some of the derivatives was moderate to excellent with a minimum gelation concentration ranging between 0.5-4.0% w/v and a gel-sol transition temperature range of 31-75 °C. 1,8-Bis(trityloxy)octane, the ditrityl derivative of 1,8-octanediol was the most efficient organogelator. Detailed characterizations of the gel were carried out using scanning electron microscopy, FTIR spectroscopy, rheology and powder XRD techniques. This gel also showed a good absorption profile for a water soluble dye. Given the non-polar nature of this molecule, gel formation is likely to be mediated by hydrophobic interactions between the triphenylmethyl moieties and alkyl chains. Possible self-assembled packing arrangements in the gel state for 1,8-bis(trityloxy)octane and (hexadecyloxymethanetriyl)tribenzene are presented. Results from this study strongly indicate that triphenylmethyl group is a promising gelling structural unit which may be further exploited in the design of small molecule based gelators. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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