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Synthesis and Structure–Property Relationships of Amphiphilic Organogelators
Author(s) -
Mohmeyer Nils,
Schmidt HansWerner
Publication year - 2007
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200601154
Subject(s) - moiety , amphiphile , substituent , alkyl , intermolecular force , hydrogen bond , chemistry , molecule , polymer chemistry , crystallography , organic chemistry , copolymer , polymer
A series of low‐molecular‐weight amphiphilic molecules was synthesized and investigated for their ability to gel organic solvents. These amphiphilic molecules are composed of a head‐group moiety capable of forming intermolecular associations through hydrogen bonds and n ‐alkyl chains of various lengths. This paper describes the continuation of recently published work, in which this class of gelators was presented for the first time. Here, the focus addresses systematically three different structural variations of the head‐group moiety: 1) the rigidity, 2) the type and strength of the hydrogen‐bond‐forming units, and 3) the reduction of the intermolecular interaction by incorporating a lateral substituent. The gelation behavior was investigated in p ‐xylene and in several polar solvents. The aim was to establish structure–property relationships and to provide organogelators capable of forming gels at low concentrations with adjustable sol–gel transition temperatures and good optical quality. For some individual compounds of the series this property profile was achieved. For the investigated solvents, with particular compounds, sol–gel transition temperatures above 100 °C with a reasonable concentration of gelator are obtainable.