Unsaturation Effect on Gelation Behavior of Aryl Glycolipids
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- 作者：George John ; Jong Hwa Jung ; Mitsutoshi Masuda ; and Toshimi Shimizu
- 刊名：Langmuir
- 出版年：2004
- 出版时间：March 16, 2004
- 年：2004
- 卷：20
- 期：6
- 页码：2060 - 2065
- 全文大小：247K
- 年卷期：v.20,no.6(March 16, 2004)
- ISSN：1520-5827
文摘
Structurally simple, renewable-resource-based cardanyl (glucoside)s [1, 1-O-3'-n-(pentadecyl) phenyl-
-D-glucopyranoside; 2, 1-O-3'-n-(8'(Z)-pentadecenyl)phenyl--D-glucopyranoside; 3, 1-O-3'-n-(8'(Z),11'(Z)-pentadecadienyl)phenyl--D-glucopyranoside, 4; 1-O-3'-n-(8'(Z),11'(Z),14'-pentadecatrienyl)phenyl--D-glucopyranoside; and the mixture 5] form thermally reversible transparent gels in a water/alcohol mixtureand a number of organic solvents, strongly influenced by the unsaturation of the aliphatic alkyl chain. DSCstudies revealed that the Tgel of 1 in water/ethanol (1:1, vol/vol) gel is 69.0 
C, while of the introductionof a single double bond reduces the value to 30.0 C in the case of monoene 2, indicating that the stabilityof the gel is related to the number of double bonds on the lipophilic part of the gelator. Furthermore, XRDmeasurements showed that the aqueous gel 1 maintains an interdigitated bilayered structure with 3.14nm long-range ordering, and the corresponding organogel maintains an extended bilayer structure for 4.34nm, indicating a clear difference in the aggregation behavior in different solvents.
-D-glucopyranoside; 2, 1-O-3'-n-(8'(Z)-pentadecenyl)phenyl--D-glucopyranoside; 3, 1-O-3'-n-(8'(Z),11'(Z)-pentadecadienyl)phenyl--D-glucopyranoside, 4; 1-O-3'-n-(8'(Z),11'(Z),14'-pentadecatrienyl)phenyl--D-glucopyranoside; and the mixture 5] form thermally reversible transparent gels in a water/alcohol mixtureand a number of organic solvents, strongly influenced by the unsaturation of the aliphatic alkyl chain. DSCstudies revealed that the Tgel of 1 in water/ethanol (1:1, vol/vol) gel is 69.0 C, while of the introductionof a single double bond reduces the value to 30.0 C in the case of monoene 2, indicating that the stabilityof the gel is related to the number of double bonds on the lipophilic part of the gelator. Furthermore, XRDmeasurements showed that the aqueous gel 1 maintains an interdigitated bilayered structure with 3.14nm long-range ordering, and the corresponding organogel maintains an extended bilayer structure for 4.34nm, indicating a clear difference in the aggregation behavior in different solvents.