A Mesogenic Triphenylene−Perylene−Triphenylene Triad

Abstract

A straightforward synthesis of triphenylene-perylene-triphenylene triad structures has been achieved by using versatile triphenylene intermediates bearing a single oxyalkyl amine side chain. Among these, PBITP(10) showed a stable columnar mesophase implying favorably matched core-core separations in the structure. Importantly, the triad can be used as a vehicle for doping columnar triphenylene matrices with functional but incompatible perylene units and a mixture of hexahexyloxytriphenylene matrix doped with 0.1% PBITP(10) is homogeneous and liquid crystalline.

Synthesis and liquid crystal properties of triphenylene liquid crystals bearing polymerisable acrylate and methacrylate groups

“…It subsequently proved more convenient to modify the syntheses as shown in Schemes 2-4. Diols 20, 27 and 43 were alkylated under phase transfer conditions with an excess of 1,2-dibromoethane to give the dibromides 21, 28 and 44 respectively [27]. Nucleophilic displacement with acrylate, again under phase transfer conditions, proceeded smoothly in the presence of a radical inhibitor (2-6-di-t-butyl-p-cresol) to afford the bisacrylates 22, 29 and 45.…”

“…Fabrication of films from solution was considered suitable for polymers rather than low molecular weight materials and the process was demonstrated in OLED fabrication [22]. A number of dimers [23][24][25], trimers [26], and triads [27] have been synthesized for this purpose.…”

Design, synthesis and evaluation of chromone-2-carboxamido-alkylbenzylamines as multifunctional agents for the treatment of Alzheimer’s disease

“…These chromone derivatives, as was revealed in the kinetic study, were dual binding site AChE inhibitors. This kind of inhibitors are often endowed with Aβ anti-aggregating properties, 32 which arise either from blockade of the AChE peripheral anionic site (PAS) [33][34][35] or from 12 a direct interaction with Aβ (blockade of spontaneous Aβ aggregation), in the latter case likely due to the presence of aromatic planar moieties in the inhibitors. To be specific, comparing with 7,4′-O-modified genistein derivative (II), compounds 49 and 50 are structurally simpler since the genistein 3-phenyl is removed and the linker is attached at the 2-position of chromone scaffold.…”

Mesogenic complementary absorbing dyads based on porphyrin and perylene units

“…Some D-A DLCs yield dual pathways along molecular columns to transfer electrons and holes [34,35]. At present, the discogens used in these D-A DLCs are limited in triphenylene, anthraquinone, perylene and BODIPY derivatives [36][37][38][39][40][41][42].…”