A new example of small molecular non-hydrogen bonding gelators for organic solvents

Tetrahedron Letters

Volumn 38, Issue 15, 1997, Pages 2665-2668

  Placin, Frédéric ^a   Colomès, Michel ^a   Desvergne, Jean Pierre ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

GELLING AGENT; ORGANIC SOLVENT;

ARTICLE; DOSE RESPONSE; GEL; HYDROGENATION; IN VITRO STUDY; MOLECULAR WEIGHT; PHASE TRANSITION; SPECTROPHOTOMETRY;

EID: 0030946424     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00409-7     Document Type: Article

References (13)

1. Terech, P.; Specialist Surfactants, Robb, I.D., ed., chapt 8, Low-molecular weight organogelators, pp. 208-268, Chapman & Hall, Cambridge, 1997.
2. See for instance: Terech, P., Furman, I.; Weiss, R. G.; Bouas-Laurent, H.; Desvergne, J.-P.; Ramasseul, R. Faraday Discuss. 1995, 101, 345-358 and references cited therein.
3. Lin Y.-C.; Weiss R. G. Macromolecules 1987, 20, 414-417.
4. Brotin, T.; Utermöhlen, R.; Fages, F.; Bouas-Laurent, H.; Desvergne, J.-P. J. Chem. Soc. Chem. Commun. 1991, 416-418.
5. Other aromatic nuclei such as benzene, naphthalene, phenanthrene, stilbene were found to be inefficient with these two alkoxy chains. Moreover, the substituents have to be on both the 2 and 3 vertices of anthracene. The related 2,3-substituted anthraquinone is also a gelator.
6. DDAO was found to not give a photodimer as usually observed with anthracenes, see: Brotin, T.; Waluk, J.; Desvergne, J.-P.; Bouas-Laurent, H; Michl, J. Photochem. Photobiol. 1992, 55, 335-347 and Brotin, T.; Desvergne, J.-P.; Fages, F.;Utermöhlen, R.; Bonneau, R.; Bouas-Laurent, H. Photochem. Photobiol. 1992, 55, 349-359.
7. DDAO was found to not give a photodimer as usually observed with anthracenes, see: Brotin, T.; Waluk, J.; Desvergne, J.-P.; Bouas-Laurent, H; Michl, J. Photochem. Photobiol. 1992, 55, 335-347 and Brotin, T.; Desvergne, J.-P.; Fages, F.;Utermöhlen, R.; Bonneau, R.; Bouas-Laurent, H. Photochem. Photobiol. 1992, 55, 349-359.
8. See for instance: Garlock Jr, E. A.; Mosettig, E; J. Am. Chem. Soc. 1945, 67, 2255-2269.
9. +) calc: 492.3967; Elem. Anal. calc: C 82.9%, H 10.6%, found: C 82.6%, H 10.7%.
10. Cohen, M. D.; Schmidt G. M. J.; Sonntag, F. I. J. Chem. Soc. 1964, 2000-2013.
11. (a) Elbert, R.; Laschewsky, A.; Ringsdorf, H. J. Am. Chem. Soc. 1985, 107, 4134-4141.
12. (b) Barraud, A. J. Chim. Phys. 1985, 82, 683-689.
13. The Tgel were determined using UV spectrometry. Indeed, the gel formation is characterized by a hypochromic effect and the emergence of a background diffusion contribution. The accuracy of Tgel measurement is ca 2-3°.