Effect of Double Branching in α,ω-Substituted Oligothiophenes on Thermal Solid-State Properties

Autor: Ulrich Ziener, Markus Braumüller, Khosrow Rahimi, Ahmed Mourran, Roman Vill, Jochen Gülcher, Wim H. de Jeu
Rok vydání: 2017
Předmět:
Zdroj: European Journal of Organic Chemistry. 2017:1727-1735
ISSN: 1434-193X
DOI: 10.1002/ejoc.201700046
Popis: A systematic series of septi-, nona- and undecithiophenes and corresponding pre-oligomers with five different dendrimer-like branched end groups were synthesized and their thermal solid-state properties were investigated. The substituents vary in terms of length of the linkers between the silicon branching points. Comparison of the series reveals that the linker connecting the oligomeric core with the first branching point has the strongest effect on the thermal properties. Furthermore, the relatively large volume of the substituents causes surprisingly low overall transition enthalpies and entropies for the oligomers of 10 - 20 kJ mol-1 and 15 - 40 J mol-1 K-1, respectively, while the pre-oligomers with interrupted conjugation display values in the range of 15 - 40 kJ mol-1 and 40 - 100 J mol-1 K-1, respectively. Polarizing optical microscopy (POM) displays textures pointing to smectic and columnar liquid crystalline phases but x-ray and AFM data of a representative example are typical for cubic phases.
Databáze: OpenAIRE
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