Discotic liquid crystalline tris(hexahexyloxytriphenylene)triazines with separate columns of triphenylene and triazine cores
A series of novel discotic liquid crystal compounds containing three pendent triphenylenes connected to a triazine core via spacers of different length that were linked via a triazole group as obtained from an azide–alkyne click reaction was investigated. All compounds of the
series exhibit wide-range columnar phases from room temperature to more than 100°C. X-ray reflection measurements indicate an ordering with separate columns of the triazine and triphenylene cores. Quantum chemical calculations confirmed the significant contributions of the triazine and
triazole groups to the π–π stacking in the columns. This type of organisation reveals an additional feature of triazole-forming click chemistry and indicates interesting properties for optoelectronic applications.
Keywords: azide–alkyne click; columnar phase; quantum chemistry; trimeric
Document Type: Research Article
Affiliations: 1: Dutch Polymer Institute (DPI), Eindhoven, The Netherlands 2: Laboratory of Organic Chemistry, Wageningen University, Wageningen, The Netherlands
Publication date: 02 December 2014
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