期刊
CHEMISTRY-AN ASIAN JOURNAL
卷 9, 期 7, 页码 1830-1840出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201402235
关键词
gels; hydrogen bonds; phenylenevinylenes; pi interactions; self-assembly
资金
- Department of Atomic Energy, Government of India
- Council of Scientific and Industrial Research (CSIR), Government of India
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.
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