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Oligothiophene, crystal structure

Well-defined oligothiophenes surrounded by bicyclo[2.2.2]octane fiameworks 173-176 have been synthesized and their crystal structures, electrochemical, optical properties have been studied. The solid state properties of the oligomers as a function of increasing number of thiophene units have been reported <03JOC8305>. [Pg.121]

Hotta, S. and Waragai, K., Crystal-structures of oligothiophenes and their relevance to charge-transport, Arfv. Mater. 5, 896-908, 1993. [Pg.296]

Janzen, D.E. et al.. Preparation and characterization of Jl-stacking quinodimethane oligothiophenes. Predicting semiconductor behavior and bandwidths from crystal structures and molecular orbital calculations, J. Am. Chem. Soc. 126, 15295-15308, 2004. [Pg.297]

D. E. Janzen, M. W. Burand, P. C. Ewbank, T. M. Pappenfus, H. Higuchi, D. A. da SUva Filho, V. G. Young, J.-L. Bredas and K. R. Mann, Preparation and characterization of a-stacking quinodimethane oligothiophenes. Predicting semiconductor behavior and handwidths from crystal structures and molecular orbital calculations, J. Am. Chem. Soc., 126, 15295-15308 (2004). [Pg.139]

Figure 11.5 Crystal structure of DMQtT (see Figure 11.1 for the structural formula) viewed along the a-axis. The broken lines indicate the nearest intermolecular contact between the methyl carbons. From S. Hotta and K. Waragai, Alkyl-substituted oligothiophenes crystallographic and spectroscopic studies of neutral and doped forms,]. Mater. Chem., 1(5), 835-842 (1991). Reproduced by permission of The Royal Society of Chemistry... Figure 11.5 Crystal structure of DMQtT (see Figure 11.1 for the structural formula) viewed along the a-axis. The broken lines indicate the nearest intermolecular contact between the methyl carbons. From S. Hotta and K. Waragai, Alkyl-substituted oligothiophenes crystallographic and spectroscopic studies of neutral and doped forms,]. Mater. Chem., 1(5), 835-842 (1991). Reproduced by permission of The Royal Society of Chemistry...
It is also important in structural studies of the polythiophenes and oligothiophenes to see how completely (or incompletely) the S-trans conformation is retained. For this purpose, crystallographic structures of various oligothiophenes are presented. We stress the effects of the side- and/or end-groups attached to the thiophene backbone on the crystal structure and molecular conformation. Another important issue is associated with the structure of the conducting (doped) form of the materials. If its structure is determined in... [Pg.328]

Very recently, crystal structure analysis was conducted on a non-substituted compound of sexithio-phene (hexamer) by Horowitz et al. [107(b)] and Siegrist et al. [107(c)] independently. Although different crystal structures are proposed, the presence of the stretched S-trans conformation (see Figure 8.2) is evident. This conformation can be seen in common for the non-substituted a,a -linked compounds up to the hexamer along with the methyl-substituted ones [22,104]. On the other hand, the oligothiophenes substituted with long or bulky side/end-groups on various positions [105-107(a)] assume the conforma-... [Pg.333]

The crystal structure of most a-oligothiophenes has been investigated recently, in contrast to oligophenylenes for which a variety of structural data have been known... [Pg.184]

Up to now, there have been very few experimental studies on the a-3T crystal structure as for other oligomers of odd number of thiophene units a-5T and a-7T. The X-ray structure of a-3T (Scheme 5) has been solved by Van Bolhuis el al. in 1989 using thin plates crystals grown by slow evaporation (one week) of an ether solution [51]. It reveals two identical but crystallographically-independent molecules in the asymmetric unit cell which contains eight molecules (Z = 8) as shown in Fig. 4. In contrast to other oligothiophenes, a-BT is not strictly planar with torsion... [Pg.191]

The crystal structure of the model compound a-4T(/0-Me)4 (Scheme 11) has been investigated by Barbarella et al. [86] in comparison with its conformation in solution [87]. Crystals of a-4T(/0-Me)4 grown in hexane are monoclinic with a P2ic space group and Z = 2. As it can be seen in Figure 8, the molecules are stacked in parallel layers along the a axis similarly to unsubstituted oligothiophenes. [Pg.199]


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