A columnar mesophase with high lateral order from a triphenylene-hexa(3,5-dialkoxy)benzoate

Arkadiusz Kotlewski NanoStructured Materials, Department of Chemical Engineering, Faculty of Applied Sciences, Delft University of Technology, Julianalaan 136, NL2628 BL Delft, The Netherlands; Novel Aerospace Materials, Faculty of Aerospace Engineering, Delft University of Technology, Kluyverweg 1, 2629 HS Delft, The Netherlands

Wolter F. Jager NanoStructured Materials, Department of Chemical Engineering, Faculty of Applied Sciences, Delft University of Technology, Julianalaan 136, NL2628 BL Delft, The Netherlands; Nano-Organic Chemistry, Department of Chemical Engineering, Faculty of Applied Sciences, Delft University of Technology, Julianalaan 136, 2628 BL Delft, The Netherlands

Eduardo Mendes NanoStructured Materials, Department of Chemical Engineering, Faculty of Applied Sciences, Delft University of Technology, Julianalaan 136, NL2628 BL Delft, The Netherlands

Stephen J. Picken NanoStructured Materials, Department of Chemical Engineering, Faculty of Applied Sciences, Delft University of Technology, Julianalaan 136, NL2628 BL Delft, The NetherlandsCorrespondence[email protected]

Abstract

This paper describes the synthesis of triphenylene-2,3,6,7,10,11-hexayl hexakis(3,5-dialkoxy)benzoates, bearing hexyloxy (1a) and dodecyloxy tails (1b). These benzoate esters were synthesised in high yields by employing a DCC coupling of the (3,5-dialkoxy) benzoic acid to 2,3,6,7,10,11-hexahydroxytriphenylene. The 3,5-dihexyloxy benzoate 1a, forms a highly ordered columnar mesophase with extensive lateral and very limited columnar order, whereas no mesomorphic phases were observed for the 3,5-didodecyloxy benzoate 1b. In contrast with most benzoate esters of triphenylene, nematic mesophases were not observed for 1.

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A columnar mesophase with high lateral order from a triphenylene-hexa(3,5-dialkoxy)benzoate

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A columnar mesophase with high lateral order from a triphenylene-hexa(3,5-dialkoxy)benzoate

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