Novel fluorescent liquid crystals: synthesis, mesomorphism and fluorescence of triphenylene-Bodipy derivatives based on 1,3,5-triazine core

Abstract

The chemical reagents were obtained from Aladdin L.L.C. and used without further purification.TLC detection was performed on pre-coated glass plates. Silica gel (200-300 mesh) was used for column chromatography. NMR spectra were perfurmed on a Bruker-ARX 600 instrument at 26 o C. MS spectra were obtained on Bruker mass spectrometer. Compound 1 was prepared by the literature method (Liu, J.

Synthesis of novel star-shaped molecules based on a 1,3,5-triazine core linked to different heterocyclic systems as novel hybrid molecules

“…The utility of tris-aldehyde 3 as a building block for novel tris(hexahydro-1H-xanthene-1,8(2H)-dione) 22 has also been attempted. Unfortunately, the reaction of one equivalent of 3 with six equivalents of dimedone (6) in the presence of 15 mol% of p-TSA in a mixture of ethanol/H 2 O (2 : 1) or DCE as solvents did not lead to the formation of 22 and instead the interesting tris(tetraketone) 21 was obtained in 83% yield (Scheme 8).…”

“…Star-shaped molecules have attracted considerable attention in recent decades because of their large application as promising compounds for use in optoelectronics and electrochromic devices [1][2][3] as well as in organic solar cells (OSCs). [4][5][6] They are also considered as building blocks for the creation of mesophases with interesting mesomorphic and photophysical properties. [7][8][9] Applications of star-shaped molecules as building units for dendrimers 10 as well as in supramolecular host-guest chemistry have also been reported.…”

“…12 In particular, star-shaped molecules that contain 1,3,5triazine as a central core have been found to play an important role as powerful chelating agents 13 and many of their derivatives have been employed in combinatorial and supramolecular chemistry. 14 The planarity of 1,3,5-triazine moiety and its symmetric nature plays a key role in self-organizing ability which enhances their use in the development of organic lightemitting diodes, 15,16 liquid crystalline materials, 6,17,18 dendrimers, 19,20 and nonlinear optical materials. [21][22][23] In addition, some s-triazine derivatives were reported as corrosion inhibitors for mild steel in 1 M HCl solution.…”

Advances in the Supramolecular Chemistry of Tetracoordinate Boron-Containing Organic Molecules into Organogels and Mesogens

“…Boron-containing organic molecules have been studied for their mesogenic properties along with luminescence properties ( Camerel et al, 2007 ; Maeda et al, 2010 ; Olivier et al, 2010 ; Sánchez et al, 2010 ; Turanova et al, 2010 ; Benstead et al, 2011a , 2011b ; Maeda et al, 2011 ; Olivier et al, 2012 ; Bando et al, 2013 ; Giziroglu et al, 2014 ; Sánchez et al, 2014 ; Fang et al, 2017 ; Feng et al, 2018 ; Xiong et al, 2018 ; Cheng et al, 2019 ; Liu et al, 2019 ). The very first reports were put forward by Turanova et al wherein the boron difluoride-diketonate complex obtained from a non-mesogenic diketonate exhibited liquid crystalline properties along with photoluminescent properties ( Turanova et al, 2006 ).…”

Method of Molecular Parameters for Columnar Mesomorphism Prediction of Tristriazolotriazines

“…[13][14][15]. Их особенностями являются самосборка в мезофазе в колончатые структуры (самоорганизация), что обеспечивает возможность одномерного переноса заряда за счет перекрывания ароматических π-орбиталей («π-стекинг») [16][17][18], усиление флуоресценции в тонких пленках, вызванное агрегацией [19,20], способность проявлять свойства молекулярных роторов [21,22]. Не меньший интерес представляют полиядерные сопряженные гетероциклы тристриазолотриазиновой природы с трехкратным фенильным замещением [23,24], которые относятся к небольшой еще пока подгруппе звездообразных ДМ с электронодефицитным ядром [25,26].…”