58519-06-5

Usage

Uses

Used in Organic Synthesis:
2,6,14-triaminotriptycene is used as a building block for the synthesis of organic compounds and materials due to its versatile reactivity and unique structure.
Used in Advanced Materials Development:
2,6,14-triaminotriptycene is used as a precursor in the development of advanced materials such as polymers, liquid crystals, and organic electronic devices, owing to its high stability and rigidity.
Used in Chemical Research and Development:
2,6,14-triaminotriptycene is used as a valuable tool in chemical research and development due to its distinctive chemical properties and versatile reactivity.

Upstream product

• 477-75-8 triptycene 
• 42810-45-7 2,6,14-trinitrotriptycene 

Downstream Products

• 1144515-97-8 2,6,14-tris(diphenylamino)triptycene 

Relevant academic research and scientific papers

Microporous Polyamide Membranes for Molecular Sieving of Nitrogen from Volatile Organic Compounds

Microporous polymer membranes continue to receive tremendous attention for energy-efficient gas separation processes owing to their high separation performances. A new network microporous polyamide membrane with good molecular-sieving performance for the separation of N2 from a volatile organic compound (VOC) mixture is described. Triple-substituted triptycene was used as the main monomer to form a fisherman's net-shaped polymer, which readily forms a composite membrane by solution casting. This membrane exhibited outstanding separation performance and good stability for the molecular-sieving separation of N2 over VOCs such as cyclohexane. The rejection rate of the membrane reached 99.2 % with 2098 Barrer N2 permeability at 24 °C under 4 kPa. This approach promotes development of microporous membranes for separation of condensable gases.

Triptycene as a rigid, 120° orienting, three-pronged, covalent scaffold for porphyrin arrays

The synthesis of novel porphyrin trimers covalently linked by one central, rigid triptycene unit is described. Reaction of 2,6,14-triiodotriptycene, generated in a three-step synthesis from triptycene, with borylated porphyrins under Suzuki cross-coupling conditions afforded porphyrin trimers. In addition, Sonogashira cross-coupling conditions could be successfully applied for the synthesis of trimeric porphyrin arrays as well.

Synthesis and structure of 2,6,14- and 2,7,14-trisubstituted triptycene derivatives

A series of 2,6,14- and 2,7,14-trisubstituted triptycene derivatives were efficiently synthesized and their structures were determined by NMR, MS spectra, and X-ray analysis. These trisubstituted triptycenes are potential building blocks for constructing novel receptors and synthetic molecular machines.

Triptycene scaffolds: Synthesis and properties of triptycene-derived Schiff base compounds for the selective and sensitive detection of CN? and Cu2+

A series of triptycene-derived Schiff bases were synthesized by condensation between amino triptycenes with an appropriate aldehyde and were isolated in good to excellent (85–90%) yields. Amongst these, a triptycene-hydroxybenzaldehyde Schiff base compound proved to be a selective sensor for cyanide. It exhibited a “turn-on” fluorescence response at 490?nm to CN? facilitated by the nucleophilic addition of CN? to the aldehyde group, accompanied by a visible color change from orange to yellow. Likewise, a triptycene salicylaldehyde adduct was shown to be highly sensitive towards the detection of the CN? ion with a detection limit of 0.9?μM. On the other hand a triptycene-BODIPY Schiff base compound could be used for the detection of Cu2+ ions over other competing, biologically relevant metal ions in acetonitrile. Photophysical studies revealed a 1:1 binding model for the triptycene-BODIPY compound.

Synthesis and structural investigation of new triptycene-based ligands: En route to shape-persistent dendrimers and macrocycles with large free volume

(Figure Presented) Triptycene was used to build a series of ligands containing pyrazine groups for use in forming coordination frameworks and as model compounds toward target shape-persistent dendrimers and macrocycles. The phenylenediamine precursors are formed by controlled double nitration/reduction of triptycene, followed by condensation with triptycenyl o-quinone to form the ligands. Solid-state structures show that the ligands favor packing in layered structures with intermolecular π stacking. Increasing the length of the wings still allows for effective packing, but increasing the number of pyrazine groups or adding more triptycenyl moieties reduces packing efficiency. To demonstrate the potential of these molecules to function as ligands, a coordination complex of 15 with copper(I) iodide was obtained and found to form dimers that pack into a layered arrangement.

A triptycene ionic liquid functional material, its preparation and its use (by machine translation)

The invention relates to a triptycene ionic liquid functional material, its preparation and its application, which belongs to the technical field of gas chromatography. The triptycene ionic liquid functional material with triptycene parent, cationic functional unit and anion structure unit of the individual performance advantages, as the gas phase chromatography stationary relative nature similar component exhibits high selectivity, high-efficient separation of different polarity can be various component mixture, especially difficult separation of the various isomer mixture, compared with the commercial chromatographic column shows the obvious advantage of separation; and synthetic the triptycene ionic liquid functional material of low cost raw materials, the experimental device is simple and easy to obtain, the synthetic method is simple, high product yield. (by machine translation)

Serial compounds with triptycene as framework and in bridge connection with metalloporphyrin through pyrene tetrone and preparation method therefor

The invention discloses serial compounds with triptycene as a framework and in bridge connection with metalloporphyrin through pyrene tetrone and a preparation method therefor, and belongs to the photoelectric conversion material field. The compound molec

Azo-functionalized microporous organic polymers: Synthesis and applications in CO2 capture and conversion

Azo-functionalized MOPs (Azo-MOPs) were synthesized via oxidative polymerization of aromatic amines catalyzed by t-BuOCl/NaI (25 °C, 1 h, yield: >95%), which displayed an excellent coordinating ability with a Ru complex. The resulting Ru-coordinated Azo-MOPs displayed high CO2 capacity and high performances for catalyzing the methylation of amines with CO2 under low pressure (0.5 MPa).

ORGANIC CONDUCTIVE MATERIALS AND DEVICES

Embodiments described herein relate to compositions including iptycene-based structures and extended iptycene structures. In some embodiments, the compositions may be useful in organic light-emitting diodes (OLEDs), organic photovoltaics, and other devices.

Synthesis and ligand binding properties of triptycene-linked porphyrin arrays

Multiporphyrin arrays are a complex class of molecules with numerous potential applications in energy transfer, photomedicine, and light harvesting. We have developed a facile/versatile route to a class of triptycene-linked porphyrin arrays via both Suzuk