Molecular aggregation of disklike benzenetricarboxamides containing diacetylenic groups in bulk and organic solvents

We prepared disklike tris(4-alkylbutadiynylphenyl)-1,3,5-benzenetricarboxamide and tris[4-(4-alkyloxyphenyl)butadiynylphenyl]-1,3,5-benzenetricarboxamide, where three phenyl diacetylenic and diphenyl diacetylenic groups are connected to a benzene ring through amide linkages, respectively. The struct...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 20(2004), 22 vom: 26. Okt., Seite 9513-9
1. Verfasser: Lee, Seung Ju (VerfasserIn)
Weitere Verfasser: Park, Chong Rae, Chang, Ji Young
Format: Aufsatz
Sprache:English
Veröffentlicht: 2004
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
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245 1 0 |a Molecular aggregation of disklike benzenetricarboxamides containing diacetylenic groups in bulk and organic solvents 
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520 |a We prepared disklike tris(4-alkylbutadiynylphenyl)-1,3,5-benzenetricarboxamide and tris[4-(4-alkyloxyphenyl)butadiynylphenyl]-1,3,5-benzenetricarboxamide, where three phenyl diacetylenic and diphenyl diacetylenic groups are connected to a benzene ring through amide linkages, respectively. The structures of self-assembled substances were investigated by using transmission electron microscopy, scanning electron microscopy, and X-ray diffraction techniques. All the compounds were highly viscous in melt states, and only compound 9 having three phenyl diacetylenic groups and hexyl tails showed a thermotropic mesophase on cooling. The compound with three diphenyl diacetylenic groups and dodecyloxy tails (13) formed a stable gel in THF/cyclohexane. The IR and X-ray analyses showed that in the gel state molecules were assembled into a rectangular columnar lattice and held each other by hydrogen bondings between amide groups. The compound with tetradecyloxy tails (14) formed stable colloidal particles in cyclohexane. The UV irradiation of 13 in a gel and 14 in a colloidal particle did not result in a long conjugated polymer because of the inappropriate alignment of diacetylenic groups for the topochemical polymerization 
650 4 |a Journal Article 
700 1 |a Park, Chong Rae  |e verfasserin  |4 aut 
700 1 |a Chang, Ji Young  |e verfasserin  |4 aut 
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