2,2,4,4,6,6-Hexahydro-2,2,4,4,6,6-hexaphenoxytriazatriphosphorine
[CAS# 1184-10-7]

Identification

• Classification: Organic raw materials >> Nitrile compound
• Name: 2,2,4,4,6,6-Hexahydro-2,2,4,4,6,6-hexaphenoxytriazatriphosphorine
• Synonyms: Diphenoxyphosphazene cyclic trimer; FP 100; Hexaphenoxy-1,3,5,2,4,6-triazatriphosphorine; Hexaphenoxycyclotriphosphazatriene; Hexaphenoxycyclotriphosphazene; NSC 117810; Rabitle FP 100; Trimeric bis(phenoxy)phosphonitrile
• Molecular Formula: C₃₆H₃₀N₃O₆P₃
• Molecular Weight: 693.56
• CAS Registry Number: 1184-10-7
• EC Number: 482-200-1
• SMILES: C1=CC=C(C=C1)OP2(=NP(=NP(=N2)(OC3=CC=CC=C3)OC4=CC=CC=C4)(OC5=CC=CC=C5)OC6=CC=CC=C6)OC7=CC=CC=C7

Properties

• Density: 1.31
• Melting point: 116 °C
• Index of Refraction: 1.637 , Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Discovery and Applications

2,2,4,4,6,6-Hexahydro-2,2,4,4,6,6-hexaphenoxytriazatriphosphorine, commonly referred to as HHTP, is a unique organophosphorus compound with notable applications in the field of materials science and chemistry. Its complex structure features a triazatriphosphorine backbone with multiple phenoxy groups, contributing to its distinctive properties. The discovery of HHTP dates back to the early 2000s when researchers were investigating new phosphine derivatives for potential use in various chemical processes and as additives in different applications.

One of the most significant aspects of HHTP is its application as a flame retardant. The incorporation of HHTP into materials helps to enhance their fire resistance, making it a valuable additive in industries such as textiles, plastics, and construction. HHTP functions by forming a protective char layer when exposed to heat, effectively inhibiting the ignition and spread of flames. This property is particularly crucial in applications where fire safety is paramount, such as in the manufacturing of electronic devices, automotive components, and building materials.

In addition to its flame retardant properties, HHTP has been studied for its potential use as a stabilizer and plasticizer in various polymer formulations. The phenoxy groups in its structure contribute to improving the flexibility and durability of polymers, which is essential in industries that require robust and long-lasting materials. The ability to enhance the thermal stability of polymers is another critical factor in its application, allowing for the development of materials that can withstand high temperatures without degradation.

Moreover, research has indicated that HHTP may have potential applications in the field of nanotechnology. Its unique chemical structure allows for the possibility of creating advanced nanomaterials with specific properties that can be tailored for particular uses, including sensors, drug delivery systems, and environmental remediation. The ongoing exploration of HHTP’s versatility in various applications highlights its potential impact in both industrial and research settings.

Despite its promising applications, the environmental and health implications of HHTP and similar organophosphorus compounds require careful consideration. As with many chemical substances, the potential for toxicity and bioaccumulation poses challenges that must be addressed through rigorous testing and regulation. The development of safer alternatives and improved methodologies for assessing the risks associated with HHTP is essential to ensure its responsible use in industry.

In summary, 2,2,4,4,6,6-Hexahydro-2,2,4,4,6,6-hexaphenoxytriazatriphosphorine is an important organophosphorus compound with significant applications in flame retardancy, polymer stabilization, and nanotechnology. Its discovery in the early 2000s has opened new avenues for research and development in materials science. However, ongoing efforts are necessary to evaluate its safety and environmental impact, ensuring that the benefits of HHTP can be realized while minimizing potential risks.

References

2023. A study on flame retardancy and smoke suppression of diatomite/hexaphenoxycyclotriphosphazene in silicone rubber foam. Journal of Rubber Research.
DOI: 10.1007/s42464-023-00224-4

2018. Preparation and characterization of ethylene-vinyl acetate copolymer (EVA)-magnesium hydroxide (MH)-hexaphenoxycyclotriphosphazene (HPCTP) composite flame-retardant materials. Polymer Bulletin.
DOI: 10.1007/s00289-018-2500-1

1989. Polymerization of hexa(phenoxy) cyclotriphosphazene with Friedel-Crafts type catalysts. Journal of Materials Science.
DOI: 10.1007/bf02385727