Sugar-integrated "supergelators" which can form organogels with 0.03-0.05% [g mL-1]

被引:74
作者
Luboradzki, R
Gronwald, O
Ikeda, A
Shinkai, S [1 ]
机构
[1] Kyushu Univ, Grad Sch Engn, Dept Chem & Biochem, Fukuoka 8128581, Japan
[2] Japan Sci & Technol Corp, Chemotransfigurat Project, Kurume, Fukuoka 8390861, Japan
关键词
D O I
10.1246/cl.2000.1148
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
It was found that methyl-4,6-O-p-nitrobenzylidene-alpha -D-galactopyranoside (1) and methyl-4,6-O-benzylidene-alpha -D-mannopyranoside (2), which are scarcely soluble in apolar solvents, act as "supergelators" when they are enforcedly dissolved above their bp's in a sealed tube. The minimum gelator concentrations (C-min) were 0.03-0.07% [g mL(-1)] which are one of the lowest concentrations achieved so far. The coupled study of TEM observation with partial solvent exchange established that the organogel stability is related to the superstructure in the fibril network constructed in specific solvents.
引用
收藏
页码:1148 / 1149
页数:2
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共 32 条
[1]   New sugar-based gelators with an amino group, the gelation ability of which is remarkably reinforced by the hydrogen bond and the metal coordination [J].
Amanokura, N ;
Kanekiyo, Y ;
Shinkai, S ;
Reinhoudt, DN .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (10) :1995-2000
[2]   New sugar-based gelators bearing a p-nitrophenyl chromophore:: remarkably large influence of a sugar structure on the gelation ability [J].
Amanokura, N ;
Yoza, K ;
Shinmori, H ;
Shinkai, S ;
Reinhoudt, DN .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1998, (12) :2585-2591
[3]   A NOVEL SMALL MOLECULAR LUMINESCENT GELLING AGENT FOR ALCOHOLS [J].
BROTIN, T ;
UTERMOHLEN, R ;
FAGES, F ;
BOUASLAURENT, H ;
DESVERGNE, JP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) :416-418
[4]   SMALL DEPSIPEPTIDES AS SOLVENT GELATORS [J].
DEVRIES, EJ ;
KELLOGG, RM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (03) :238-240
[5]   LIQUID-CRYSTALLINE SOLVENTS AS MECHANISTIC PROBES .49. FACTORS INFLUENCING THE FORMATION OF THERMALLY REVERSIBLE GELS COMPRISED OF CHOLESTERYL 4-(2-ANTHRYLOXY)BUTANOATE IN HEXADECANE, 1-OCTANOL, OR THEIR MIXTURES [J].
FURMAN, I ;
WEISS, RG .
LANGMUIR, 1993, 9 (08) :2084-2088
[6]   Organogels formed by N-benzyloxycarbonyl-L-alanine 4-hexadecanoyl-2-nitrophenyl ester and related compounds [J].
Hanabusa, K ;
Okui, K ;
Karaki, K ;
Kimura, M ;
Shirai, H .
JOURNAL OF COLLOID AND INTERFACE SCIENCE, 1997, 195 (01) :86-93
[7]   A SMALL MOLECULAR GELLING AGENT FOR ORGANIC LIQUIDS - N-BENZYLOXYCARBONYL-L-ALANINE 4-HEXADECANOYL-2-NITROPHENYL ESTER [J].
HANABUSA, K ;
OKUI, K ;
KARAKI, K ;
KOYAMA, T ;
SHIRAI, H .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (18) :1371-1373
[8]   Prominent gelation and chiral aggregation of alkylamides derived from trans-1,2-diaminocyclohexane [J].
Hanabusa, K ;
Yamada, M ;
Kimura, M ;
Shirai, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (17) :1949-1951
[9]   Formation of organogels by intermolecular hydrogen bonding between ureylene segment [J].
Hanabusa, K ;
Shimura, K ;
Hirose, K ;
Kimura, M ;
Shirai, H .
CHEMISTRY LETTERS, 1996, (10) :885-886
[10]   Small molecular gelling agents to harden organic liquids: Trialkyl cis-1,3,5-cyclohexanetricarboxamides [J].
Hanabusa, K ;
Kawakami, A ;
Kimura, M ;
Shirai, H .
CHEMISTRY LETTERS, 1997, (03) :191-192