Diverse self-assembly in soluble oligoazaacenes : a microscopy study
The synthesis and morphologies of self-assembled aggregates of novel oligoazapentacene 2 and oligoazaheptacene 3 derivatives are reported. Double nucleophilic substitution on 2,3-dicyano-[h,j]-dibenzo-1,4,5,10-tetrazaanthracene 4 gives the corresponding dihydro-oligoacene derivatives, which were the...
| Veröffentlicht in: | Langmuir : the ACS journal of surfaces and colloids. - 1985. - 25(2009), 15 vom: 04. Aug., Seite 8408-13 |
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| 1. Verfasser: | |
| Weitere Verfasser: | , , , , , , |
| Format: | Online-Aufsatz |
| Sprache: | English |
| Veröffentlicht: |
2009
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| Zugriff auf das übergeordnete Werk: | Langmuir : the ACS journal of surfaces and colloids |
| Schlagworte: | Journal Article |
| Zusammenfassung: | The synthesis and morphologies of self-assembled aggregates of novel oligoazapentacene 2 and oligoazaheptacene 3 derivatives are reported. Double nucleophilic substitution on 2,3-dicyano-[h,j]-dibenzo-1,4,5,10-tetrazaanthracene 4 gives the corresponding dihydro-oligoacene derivatives, which were then N-alkylated using n-dodecyl bromide to yield self-assembling acene molecules. 2 and 3 self-assemble in solution, leading to a variety of aggregated structures including rolled-up sheets, foams, and fibrous structures reminiscent of organogels. These structures are of substantial interest because of their potential electronic properties and because individual fibers can be "exfoliated". Structures of the aggregates are discussed. Additionally, the crystal structure of precursor 4 is reported because it gives information regarding the intermolecular interactions (hydrogen bonding and intermolecular stacking) in similar compounds. Crystal data for 4: space group P2(1)/n, a = 9.3164(17) angstroms, b = 7.0649(13) angstroms, c = 23.684(4) angstroms, alpha = 90.00 degrees, beta = 99.945(3) degrees, gamma = 90.00 degrees, and V = 1535.4(5) angstroms3 |
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| Beschreibung: | Date Completed 19.01.2010 Date Revised 16.12.2009 published: Print Citation Status PubMed-not-MEDLINE |
| ISSN: | 1520-5827 |
| DOI: | 10.1021/la8041633 |