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Title: Effect of the bulkiness of the end functional amide groups on the optical, gelation, and morphological properties of oligo(p-phenylenevinylene) pi-gelators
Authors: Santhosh Babu, S
Praveen, V K
Kartha, K K
Mahesh, S
Ajayaghosh, A
Keywords: Gels
Hydrogen bonds
Pi interactions
Issue Date: 2014
Publisher: Wiley
Citation: Chemistry-An Asian Journal 9(7):1830-1840;Jul 2014
Abstract: Herein, we describe the role of end functional groups in the self-assembly of amide-functionalized oligo(p-phenylenevinylene) (OPV) gelators with different end-groups. The interplay between hydrogen-bonding and pi-stacking interactions was controlled by the bulkiness of the end functional groups, thereby resulting in aggregates of different types, which led to the gelation of a wide range of solvents. The variable-temperature UV/Vis absorption and fluorescence spectroscopic features of gelators with small end-groups revealed the formation of 1D H-type aggregates in CHCl3. However, under fast cooling in toluene, 1D H-type aggregates were formed, whereas slow cooling resulted in 2D H-type aggregates. OPV amide with bulky dendritic end-group formed hydrogen-bonded random aggregates in toluene and a morphology transition from vesicles into fibrous aggregates was observed in THF. Interestingly, the presence of bulky end-group enhanced fluorescence in the xerogel state and aggregation in polar solvents. The difference between the aggregation properties of OPV amides with small and bulky end-groups allowed the preparation of self-assembled structures with distinct morphological and optical features.
ISSN: 1861-4728
Appears in Collections:2014

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