Oligomeric 1,3,5-triazines containing disc-shaped penta-alkyne and triphenylene side groups

Synthesis of Discotic Columnar Side-Chain Liquid Crystalline Polymers by Ring-Opening Metathesis Polymerization (ROMP)

“…Monomer Synthesis. Alkoxy-substituted triphenylenes represent the most widely studied class of discotic mesogens. ,− ,− , Synthetic strategies for these triphenylenes are based on the trimerization of o -dialkylbenzene derivatives, terphenyl intermediates, or the biphenyl route. ,,, The o -dialkylbenzene approach provides a statistical mixture of triphenylenes carrying two different alkoxy groups, while the reaction conditions (67% sulfuric acid) are incompatible with a large number of functionalities . The terphenyl strategy permits the preparation of highly functionalized triphenylenes, especially for the synthesis of triphenylenes with less than six alkoxy groups …”

“…A variety of mesogens such as 2,3,6,7,10,11-hexaalkoxytriphenylenes, ,− phthalocyanines, ,− cyclotetraveratrylenes, sugars, , transition metal complexes, − hydrogen-bonded oligoheterocycles, − and diaza-crowns have been used to obtain discotic liquid crystalline materials. Some of these materials show high charge carrier mobilities; e.g., triphenylenes in the highly ordered hexagonal columnar mesophases (D h ) display charge carrier mobilities of 0.1 cm 2 V -1 s -1 , which are higher than any organic material except single crystal phases. ,− ,− This enhanced photoconductivity has been attributed to long-range ordering along the columns of the discotic hexagonal and helical phases.…”

Total Synthesis of Halipeptins: Isolation of Halipeptin D and Synthesis of Oxazoline Halipeptin Analogues

“…So far, all reported layered phases of discotic molecules are actually highly ordered columnar lamellar (Col L ) phases 4. Disc‐shaped molecules self‐organizing into 1D layered phases (smectic A or C) have not been explored systematically 5. Current developments in nanoscience have caused a resurgence of research on disc‐shaped self‐assembly systems, particularly in view of applications such as easy‐processable and self‐healing, organic, photo‐ and electron‐conducting systems.…”

“…Terphenyl moieties are known to display smectic mesophases 5. Also in 4 , in which three mesogens have been linked, smectic phases are observed.…”

Columnar Liquid Crystals from Star‐Shaped Conjugated Mesogens as Nano‐Reservoirs for Small Acceptors

“…Often, fullerene derivatives were the choice of acceptor molecules, but they are increasingly substituted by small molecular non‐fullerene acceptors such as naphthalene bisimides, perylene bisimides, or donor‐acceptor structures with strong acceptors bearing cyano groups . One of the smallest strong acceptor molecules is 2,4,7‐trinitrofluorenone (TNF), which has been utilised to stabilize columnar phases of discotic molecules . They were proposed to form charge transfer (CT) complexes being sandwiched between two aromatic donor surfaces.…”