Novel organogelators based on amine-derived hexaazatrinaphthylene

Abstract

Novel C(3)-symmetrical heteroaromatic hexaazatrinaphthylene (HATNA) gelators symmetrically end-substituted with pendant aromatic and aliphatic amines were synthesized. Some of these π-conjugated structures induce self-assembly, forming fibers able to gelate solvents of different polarity at low wt% as demonstrated by spectroscopic and microscopic techniques.

Virtually pure near-infrared electroluminescence from exciplexes at polyfluorene/hexaazatrinaphthylene interfaces

“…2 with a bi-exponential function (for the emission in the 2.0-2.8 eV region) and threeexponential function (for the emission at 1.58 eV). For HATNA* pure films we find time constants of 0.9 and 3.0 ns, respectively, and we assign them to an exciton 38 and an excimer/aggregate 39,40 state, respectively. The relative weight of the excimer/aggregate lifetime decreases in favour of the exciton when HATNA* is blended with TFB, consistently with the observation and interpretation of the higher PL 0-0 /PL 0-1 ratio found in the spectra (Fig.…”

Microwave-Assisted Synthesis and Properties of Novel Hexaazatrinaphthylene Dendritic Scaffolds

“…G1 and G2, respectively; see ESI). Condensing G1 and an excess of corresponding acyl chlorides, five derivatives (3a-e) were synthesized [11] (Figure 3). These types of materials (3a-e) have six amide groups in the aromatic π-electron system that contribute to These molecules were synthesized using an efficient microwave-assisted approach from hexaketocyclohexane octahydrate (1) and 1,2,4,5-benzenetetramine tetrahydrochloride (2) as building blocks.…”

Long‐Range Self‐Assembly of an Electron‐Deficient Hexaazatrinaphthylene with Out‐of‐Plane Substituents

“…To the authors' knowledge, electron‐deficient (n‐type) cores have been scarcely investigated from the theoretical point of view . Recently, hexaazatriphenylene (HAT) and hexaazatrinaphthylene (HATN) have been reported as new n‐type materials exploiting in many applications, including light emitting diodes, perovskite solar cells, field effect transistors, and organogelators . Our previous research has established that their liquid crystalline self‐assembly enforced by π‐π stacking between the molecules modulated by the peripheral side‐chains into one‐dimensional columnar supramolecular architecture despite the large repulsive negative charge on the nitrogen atoms between adjacent core .…”