422269-95-2

Basic information

• Product Name: Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)
• Synonyms: Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14);5,5'-(anthracene-9,10-diyl)diisophthalic acid;5,5'-(anthracene-9,1-diyl)diisophthalicacid;5,5'-(9,10-Anthracenediyl)diisophthalic acid
• CAS NO: 422269-95-2
• Molecular Formula: C₃₀H₁₈O₈
• Molecular Weight: 506.45912
• EINECS: -0
• Mol File: 422269-95-2.mol

Chemical Properties

• Boiling Point: 832.8±65.0 °C(Predicted)
• Appearance: /
• Density: 1.496±0.06 g/cm3(Predicted)
• PKA: 3.11±0.10(Predicted)
• CAS DataBase Reference: Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)(CAS DataBase Reference)
• NIST Chemistry Reference: Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)(422269-95-2)
• EPA Substance Registry System: Diphenylethyne- 3, 3', 5, 5'-tetracarboxylic acid (PCN-14)(422269-95-2)

Safety Data

• Hazardous Substances Data: 422269-95-2(Hazardous Substances Data)

Usage

Uses

Used in Gas Storage and Separation:
PCN-14 is used as an adsorbent material for gas storage and separation applications due to its high surface area and ability to adsorb various gases and molecules.
Used in Catalysis:
PCN-14 is utilized as a catalyst or catalyst support in chemical reactions, taking advantage of its porous structure and ability to adsorb reactants and products.
Used in Drug Delivery Systems:
PCN-14 is employed as a carrier material in drug delivery systems, leveraging its porous nature to encapsulate and release therapeutic agents in a controlled manner.
Used in Sensor Applications:
PCN-14 is used as a sensing material in various sensor technologies, capitalizing on its ability to selectively adsorb specific molecules and generate detectable signals.
Used in Nanotechnology:
PCN-14 is applied in nanotechnological applications, such as the fabrication of nanocomposites and the development of novel materials with enhanced properties, due to its unique structure and versatility.
Used in Chemical and Materials Science Research:
PCN-14 is a subject of ongoing research and interest within the chemical and materials science communities, as it offers potential for the development of new materials and technologies across various industries.

Upstream product

• 1006599-74-1 5,5’-(9,10-anthracenediyl)bis(1,3-benzenedimethoxycarbonyl) 
• 944392-68-1 dimethyl 5-(pinacolboryl)isophthalate 
• 523-27-3 9,10-Dibromoanthracene 
• 113705-11-6 9,10-diiodoanthracene 
• 51760-21-5 dimethyl 5-bromoisophthalate 

Relevant articles and documents

Methane storage in metal-organic frameworks: Current records, surprise findings, and challenges

We have examined the methane uptake properties of six of the most promising metal organic framework (MOF) materials: PCN-14, UTSA-20, HKUST-1, Ni-MOF-74 (Ni-CPO-27), NU-111, and NU-125. We discovered that HKUST-1, a material that is commercially available in gram scale, exhibits a room-temperature volumetric methane uptake that exceeds any value reported to date. The total uptake is about 230 cc(STP)/cc at 35 bar and 270 cc(STP)/cc at 65 bar, which meets the new volumetric target recently set by the Department of Energy (DOE) if the packing efficiency loss is ignored. We emphasize that MOFs with high surface areas and pore volumes perform better overall. NU-111, for example, reaches ～75% of both the gravimetric and the volumetric targets. We find that values for gravimetric uptake, pore volume, and inverse density of the MOFs we studied scale essentially linearly with surface area. From this linear dependence, we estimate that a MOF with surface area 7500 m2/g and pore volume 3.2 cc/g could reach the current DOE gravimetric target of 0.5 g/g while simultaneously exhibiting around ～200 cc/cc volumetric uptake. We note that while values for volumetric uptake are based on ideal single crystal densities, in reality the packing densities of MOFs are much lower. Finally, we show that compacting HKUST-1 into wafer shapes partially collapses the framework, decreasing both volumetric and gravimetric uptake significantly. Hence, one of the important challenges going forward is to find ways to pack MOFs efficiently without serious damage or to synthesize MOFs that can withstand substantial mechanical pressure.

Metal-organic framework from an anthracene derivative containing nanoscopic cages exhibiting high methane uptake

A microporous metal-organic framework, PCN-14, based on an anthracene derivative, 5,5′-(9,10-anthracenediyl)di-isophthalate (H4adip), was synthesized under solvothermal reaction conditions. X-ray single crystal analysis revealed that PCN-14 con