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rdf:type
lifeskim:mentions
pubmed:issue
8
pubmed:dateCreated
2010-4-13
pubmed:abstractText
Five novel glucose-based naphthalene derivatives with linkers containing hydrazine, ethylenediamine, 1,3-propanediamine, 1,4-butanediamine, and 1,6-hexanediamine, respectively (1, 2, 3, 4, and 5) were designed and prepared. The gelation test revealed the following points: (1) within the 30 solvents tested, 1 gels water only; (2) in contrast, 2 gels not only water, but also 11 of the organic solvents tested, a typical "ambidextrous gelator"; (3) 3, 4, and 5, however, gel organic solvents only, and the numbers of solvents gelled are 11, 11 and 13, respectively. Clearly, these compounds are effective low-molecular mass gelators, and show transitions from a low-molecular mass hydrogelator to an ambidextrous gelator and then to low-molecular mass organogelators with a slight increase in the length of the spacers. Interestingly, 5 is a super gelator to acetonitrile, of which the minimum gelation concentration is only 0.07%, w/v. The morphology, microstructure and molecular aggregation of the system strongly depend on the transition, as revealed by SEM, contact angle, energy dispersive X-ray spectroscopy, and XRD measurements. More interestingly, an aggregation-induced enhanced emission was observed along with gelation. Furthermore, the system appeared as a supramolecular chiroptical switch in the sol-gel process that is the chirality disappeared when the gel was heated to solution, whereas it reappeared when cooled to a gel.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Apr
pubmed:issn
1520-5827
pubmed:author
pubmed:issnType
Electronic
pubmed:day
20
pubmed:volume
26
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
5909-17
pubmed:year
2010
pubmed:articleTitle
Glucose-based fluorescent low-molecular mass compounds: creation of simple and versatile supramolecular gelators.
pubmed:affiliation
Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Materials Science, Shaanxi Normal University, Xi'an 710062, PR China.
pubmed:publicationType
Journal Article