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Structural sensitivity of peptoid-based low molecular mass organogelator

Title
Structural sensitivity of peptoid-based low molecular mass organogelator
Authors
Biswas G.Moon H.J.Boratyński P.Jeong B.Kwon Y.-U.
Ewha Authors
정병문권용억
SCOPUS Author ID
정병문scopus; 권용억scopus
Issue Date
2016
Journal Title
Materials and Design
ISSN
0264-1275JCR Link
Citation
vol. 108, pp. 659 - 665
Keywords
H-bondingLow molecular mass organogelatorNanofibrous morphologyOrganogelPeptoidSelf-assembly
Publisher
Elsevier Ltd
Indexed
SCIE; SCOPUS WOS scopus
Abstract
A new class of peptoid-based low molecular mass organogelators was prepared by the aza-Michael addition reaction. The gelation was observed only for tert-butyl group substituted peptoid in chlorinated solvents including chloroform, 1,2-dichloroethane, and 1,2-dichlorobenzene. Interestingly, the peptoids with methyl, ethyl, n-propyl, n-butyl, and isobutyl groups did not exhibit gelation, indicating unique structural sensitivity of organogelation. The compound reported here is one of the simplest low molecular mass organogelators prepared so far. The physical properties, spectral data, and ab initio calculation suggest that nanofibrous morphology developed through the intermolecular hydrogen bonding of peptoid molecules plays a crucial role in organogelation. This study provides insights in designing various peptoid-based small molecule organogelators, and suggests that a minute structural difference should affect the formation of organogels significantly. © 2016
DOI
10.1016/j.matdes.2016.07.059
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자연과학대학 > 화학·나노과학전공 > Journal papers
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