論文

査読有り
2014年

Structural optimization of super-gelators derived from naturally-occurring mannose and their morphological diversity

RSC Advances
  • Fumiyasu Ono
  • ,
  • Hisayuki Watanabe
  • ,
  • Seiji Shinkai

4
49
開始ページ
25940
終了ページ
25947
記述言語
掲載種別
研究論文(学術雑誌)
DOI
10.1039/c4ra03096f

Mannose derivatives were synthesized as low molecular-weight gelators with various alkoxy substituents on the aromatic ring of methyl-4,6-O-benzilidene- α-d-mannopyranoside. Most of these mannose derivatives could gel in various solvents, such as octane, cyclohexane, toluene, ethylene glycol and ethanol solutions, at concentrations lower than 2.0 wt%. In particular, the critical gelation concentration (CGC) of methyl-4,6-O-(4-butoxybenzylidene)- α-d-mannopyranoside (2) for squalane was only 0.025 wt%, one of the lowest CGCs we have ever experienced. The observations of xerogels by FE-SEM, TEM and AFM revealed that the length of the alkoxy chains of the mannose derivatives influences the gel morphologies. Moreover, the toluene gels formed from the mannose derivatives 1-6 functionalized by a linear alkoxy group exhibited thixotropic properties. Interestingly, the gels of various solvents formed from methyl-4,6-O-(4-dodecyloxybenzylidene)-α-d-mannopyranoside (6) (with the longest alkoxy chain on the aromatic ring in this paper) exhibited thixotropic properties. Thus, we confirmed that alkoxy groups on the aromatic ring exert noticeable effects on the gelation properties of these mannose derivatives. © the Partner Organisations 2014.

リンク情報
DOI
https://doi.org/10.1039/c4ra03096f
Scopus
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84902977807&origin=inward
Scopus Citedby
https://www.scopus.com/inward/citedby.uri?partnerID=HzOxMe3b&scp=84902977807&origin=inward
ID情報
  • DOI : 10.1039/c4ra03096f
  • eISSN : 2046-2069
  • SCOPUS ID : 84902977807

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